Page 170 - 《精细化工》2023年第4期

g856g ㇫㏳ࡃጒ FINE CHEMICALS す 40 ࢤ

C==C ⮱俕᳣ѥ㑖ᡜߕ॥ᩣም喠1371~1389 হ 1435~ (m, 2H, ÿCH 2 ÿ), 1.10 (s, 3H, ÿCH 3 ), 0.91Ȳdd, J =
–1
1473 cm ัÿCH 3 ⮱ᑜᰟᡜߕ॥ᩣምȡTAO ⮱ Cÿ 11.3Ƞ6.8 Hz, 6H, ÿC(CH 3 ) 2 ȳȡ
1
N ѥ㑖ᡜߕ॥ᩣምѺ㒛ऄ NÿO 䩛䄞ᄩ᩵Ꮑ⮱ᒞ TAO喟 HNMR (400 MHz, CDCl 3 ), į喟 6.08 (m,
–1
–1
৺喑⩞ TA ⮱ 1023 cm 㨊⼨ݝ 1039 cm 喑㔹ౕ́ 1H, ÿCH== ), 5.96 (m, 1H, ==CHÿ), 4.56 (dd, J =
–1
1151 cm ัܧ⣝ᬻ᭫⮱ NÿO ѥ㑖ᡜߕ॥ᩣም [24] ȡ 6.8Ƞ3.9 Hz, 2H, ÿOCH 2 ÿ), 3.76 (dd, J = 11.1Ƞ 6.6 Hz,
–1
TABC 䅞ఫ͚喑710~806 cm ัܧ⣝ᬻ᭫⮱㠜⣜ࢂ 2H, ÿNCH 2ÿ), 3.45Ȳt, J = 6.5 Hz, 6H, ÿN(CH 3) 2ȳ,
ःА➦ᒮምȡTAMI হ TABC ⮱႐䨢⻨ၽϔ⩌⮱䄞 2.49 (m, 1H, ÿCHC==O ), 1.70 (m, 2H, ÿCH 2 ÿ),
ᄩ᩵Ꮑ㺮ᑧλ TA ⮱ँ㘧⅛喑఍㔹 TAMI হ TABC 1.54 (m, 1H, ÿCHÿ), 1.29 (m, 4H, ÿCH 2 CH 2 ÿ),
㐀Ჱ͚ CÿN ⮱ѥ㑖ᡜߕ॥ᩣምⰥᄦλ TA ͚⮱ C 1.13 (m, 3H, ÿCH 3 ), 0.92Ȳm, 6H, ÿC(CH 3 ) 2 ȳȡ
–1
ÿN 㐀Ჱܳݘ㨊⼨ݝ 1044 হ 1061 cm ȡ3 ͗ϔ➖͚ TABC喟 HNMR(400 MHz, CDCl 3 ), į喟7.65~7.45
1
Ⴥ㘪ఏ᝭ϔ⩌⮱䄞ᄩ᩵Ꮑᑧᑞڠ㈨ͧ喟㟱ധ>Nÿ (m, 5H, ÿC 6 H 5 ), 5.99 (m, 2H, ÿCH==CHÿ),
I>NÿO喑̻᪴⡛[25]្䖀⮱Ⴥ㘪ఏ᩵Ꮑ̭㜡ȡ᝭В喑 5.11 (s, 2H, —NCH 2 Ph ), 4.53 (td, J = 14.6Ƞ7.6 Hz,
݊ₒݑ᫚ TAȠTAOȠTABC হ TAMI ᜽ߌव᜽ȡ 2H, ÿOCH 2 ÿ), 4.02 (m, 2H, ÿNCH 2 ÿ), 3.35Ȳm,

6H, ÿN(CH 3 ) 2 ȳ, 2.49 (dd, J = 9.9Ƞ 5.8 Hz, 1H,
ÿCHC==O), 1.46 (m, 1H, ÿCHÿ), 1.40 (dt, J =
9.4Ƞ3.0 Hz, 2H, ÿCH 2 ÿ), 1.27 (t, J = 8.8 Hz, 4H,
ÿCH 2 CH 2 ÿ), 1.10 (m, 3H, ÿCH 3 ), 0.91Ȳm, 6H,
ÿC(CH 3 ) 2 ȳȡ
1
TAMI喟HNMR (400 MHz, CDCl 3), į喟6.13 (dt, J =
35.8Ƞ17.9 Hz, 1H, ÿCH==), 5.91 (m, 1H, ==CHÿ),
4.50 (dd, J = 4.9Ƞ0.5 Hz, 2H, ÿOCH 2 ÿ), 4.05 (m,
2H, ÿNCH 2 ÿ), 3.54Ȳm, 9H, ÿN(CH 3 ) 3 ȳ, 2.53 (m,

1H, ÿCHC==O ), 1.75 (m, 1H, ÿCHÿ), 1.39 (m,
ఫ 1 TAȠTAOȠTABC হ TAMI ⮱ FTIR 䅞ఫ
Fig. 1 FTIR spectra of TA, TAO,TABC and TAMI 2H, ÿCH 2ÿ), 1.25 (m, 4H, ÿCH 2CH 2ÿ), 1.15 (t, J =
2.6 Hz, 3H, ÿCH 3 ), 0.92Ȳm, 6H, ÿC(CH 3 ) 2 ȳȡ
1
2.1.2 HNMR ܳᲽ TA ⮱ HNMR 䅞ఫ͚ N ࣌ၽ䔋ᣒ⮱ÿCH 2 ÿহ
1
1
TAȠTAOȠTABC হ TAMI ⮱ HNMR 䅞ఫ㻮
͑͗—CH 3 ⮱➦ᒮምܳݘౕ į 2.49 হ į 2.24喑ᒏ᜽
ఫ 2ȡఫ 2 ͚ऱ͗➖䉕⮱㶕ᒮ᪝ᢛຯ̸᝭⹧ȡ
TAOȠTABCȠTAMI ऻ喑ᣒ᳊⮱ധఏ෋ᑧγ⅛࣌ၽ
⮱ᅼ㩪᩵Ꮑ喑Ҭ N ࣌ၽ䔋ᣒ⮱ÿCH 2 ÿহÿCH 3 ➦
ᒮምܧ⣝ౕᰡѻ౧喑TAO ౕ į 3.76 হ į 3.45 ัȠ
TABC ౕ į 4.02 হ į 3.35 ัȠTAMI ౕ į 4.05 হ į 3.54
ัȡ㔹́喑ϔ➖ TABC ౕ į 7.65~7.45喍5H喎ัܧ⣝
㟱ധࢂःА㠜⮱ڥಸ➦ᒮም喑ౕ į 5.11喍s, 2H喎ั
ܧ⣝ N-㟱ധ⮱χ⩟ധ䉕ၽም喠ϔ➖ TAMI ౕ į 3.54
喍m, 9H喎ܧ⣝ÿN(CH 3 ) 3 ⮱ 3 ͗⩟ധ䉕ၽምȡ⩞λ
Diels-Alder ࣺᏁϔ➖ႅౕहܳᐯᲱҀ㜡Ҭ᳽ψም⮱

݄ܳ᪝⇎ᰶ͒ᵩ䖢ϻ n+1 㻱ᒸ喑㔹䯫В䮑ࣨ⮱ᓛ䛼
1
ఫ 2 TAȠTAOȠTABC হ TAMI ⮱ HNMR 䅞ఫ ⏣ݯᱯ䉕Ҭ į 0.8~1.8 㠰డ⮱◰ധ䉕ၽምऄݝ᎟ឝ喑
1
Fig. 2 HNMR spectra of TA, TAO, TABC and TAMI
ѳ᭜ڣЃ➦ᒮም⮱ࡃ႓Ѻ⼨䘪こवϔ➖Ⴥ㘪ఏ⮱㐀
1
1
TA喟 HNMR (400 MHz, CDCl 3 ), į: 6.03 (q, J = Ჱ➦◦ȡ㐀व FTIR হ HNMR 㶕ᒮܳᲽ喑䃮ᬻ TAȠ
8.5 Hz, 2H, ÿCH==CHÿ), 4.08 (td, J = 6.0Ƞ1.8 Hz, TAOȠTABC হ TAMI ϔ➖᜽ߌव᜽ȡ
2H, ÿOCH 2 ÿ), 2.79 (dd, J = 9.9Ƞ5.6 Hz, 1H, 2.2 㶕䲏ᕔ㘪
ÿCHC==O), 2.49 (t, J = 6.0 Hz, 2H, ÿNCH 2 ÿ), 2.2.1 CMC ࣷ Ȗ CMC
2.24Ȳm, 6H, ÿN(CH 3 ) 2 ȳ, 1.95 (m, 1H, ÿCHÿ), CMC ࢠ㶕䲏≨ᕔݯ㖇䯳ᒏ᜽㘣᲌⮱ᰭᄼ⊀Ꮣ喑
1.36 (m, 2H, ÿCH 2 ÿ), 1.26 (m, 2H, ÿCH 2 ÿ), 1.14 CMC 䊷ᄼ⮱㶕䲏≨ᕔݯ㶕䲏≨ᕔ䊷ᑧȡȖ CMC ᭜㶕䲏