Triethylamine → N-(Tetrahydrofuran-3-yl)propionamide

HRID 650876노트

반응식

HRID 650876 반응식
[NH2:1][CH:2]1[CH2:6][CH2:5][O:4][CH2:3]1.C(N(CC)CC)C.[C:14](Cl)(=[O:17])[CH2:15][CH3:16]>ClCCl>[O:4]1[CH2:5][CH2:6][CH:2]([NH:1][C:14](=[O:17])[CH2:15][CH3:16])[CH2:3]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 3365553Oxolan-3-amine

생성물 1

HCID 21709920N-(Tetrahydrofuran-3-yl)propionamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 50 g of 3-aminotetrahydrofuran in 200 ml of dichloromethane was mixed with 63.8 g (0.63 mol) of triethylamine. 58.4 g (0.63 mol) of propionyl chloride were added dropwise with ice-cooling. The mixture was stirred at room temperature for 2 days, resulting in a white precipitate. The solution was filtered and the filtrate was distilled. B.p. 145° C. (12 mm), yield 81 g. 1H NMR (270 MHz, in CDCl3): δ=1.14 (t, 3 H), 1.83 (m, 1H), 2.22 (q, 2H), 2.31 (m, 1H), 3.64 (dd, 1H), 3.72-3.98 (m, 3H), 4.50 (m, 1H), 6.57 (s, 1H).

후처리

  1. temperaturecooling
  2. customresulting in a white precipitate
  3. filtrationThe solution was filtered
  4. distillationthe filtrate was distilled

출처 및 근거

ORD 기록
ord-67bd204e19514427ba825c60e8008deb
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06277790B1

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