Dimethyl Sulfoxide → (Z)-6-heneicosen-11-one

HRID 879046

반응식

HRID 879046 반응식
C(=O)CCCCCCCCC/C=C\CCCC.CS(C)=O.C(Cl)(=O)C(Cl)=O.[CH3:28][CH2:29][CH2:30][CH2:31][CH2:32]/[CH:33]=[CH:34]\[CH2:35][CH2:36][CH2:37][CH:38]([OH:49])[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48].CCN(CC)CC>>[CH3:48][CH2:47][CH2:46][CH2:45][CH2:44]/[CH:43]=[CH:42]\[CH2:41][CH2:40][CH2:39][C:38](=[O:49])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH3:28]

참가 물질

6

실험 절차

According to the procedure for compound 6, DMSO (0.080 mL, 1.1 mmol), oxalyl chloride (0.060 mL, 0.67 mmol), alcohol 19 (0.19 g, 0.61 mmol), and Et3N (0.42 mL, 3.1 mmol) were reacted to yield 20 (0.17 g, 91% yield, 88% Z as determined by quantitative 13C-NMR) as a colorless oil; 1H NMR (CDCl3): δ 5.39 (1H, m), 5.31 (1H, m), 2.39 (2H, t, J=7.5 Hz), 2.38 (2H, t, J=7.6 Hz), 2.04 (2H, m), 1.99 (2H, m), 1.63 (2H, m), 1.56 (2H, m), 1.20-1.37 (20H, m), 0.88 (6H, m); 13C NMR (CDCl3): δ 211.4, 131.0, 128.7, 42.9, 42.1, 31.9, 31.5, 29.6, 29.5, 29.4 (2C), 29.3 (2C), 23.9, 22.7, 22.6, 14.1 (2C); HRMS (FAB): 309.3148, [C21H40O+H]+ requires 309.3157.

후처리

  1. customwere reacted

출처 및 근거

ORD 기록
ord-842694dec9404422a6471cf2309aaa97
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987531B2

연결된 노트

불러오는 중…