1-Pentene → 8-Dodecen-1-ol, 1-acetate, (8Z)-

HRID 879041

반응식

HRID 879041 반응식
[C:1]([O:4][CH:5]=[CH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])(=[O:3])[CH3:2].[CH2:14](O)[CH2:15][CH2:16]CCCC/C=C\CCC.C(OCCCCCCCC=C)(=O)C.C=CCCC>C1COCC1>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH3:16])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 80041-PenteneHCID 52832958-Dodecen-1-ol, (8Z)-HCID 15673852Non-8-en-1-yl acetateHCID 53711837HCID 53711837, 화합물

생성물 1

HCID 53633778-Dodecen-1-ol, 1-acetate, (8Z)-수율 65%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

By cross metathesis of nonenyl acetate: according to the procedure for compound 12, 8-nonenyl acetate (0.76 g, 4.1 mmol) and 1-pentene (4 mL) in THF (4 mL) were reacted with 1 (0.026 g, 1 mol %) to provide 13 (0.60 g, 65% yield, 85% Z as determined by 1H-NMR) as a colorless oil; 1H NMR (CDCl3): δ 5.36 (2H, m), 4.05 (2H, t, J=6.8 Hz), 2.05 (3H, s), 2.01 (4H, m), 1.62 (2H, m), 1.27-1.41 (10H, m), 0.90 (3H, t, J=7.4 Hz); 13C NMR (CDCl3): δ 171.2, 129.9, 129.8, 64.7, 29.7, 29.3, 29.2 (2C), 28.6, 27.2, 25.9, 22.9, 21.0, 13.8; HRMS (EI): 227.2021, [C14H26O+H]+ requires 227.2011.

후처리

  1. customwere reacted with 1 (0.026 g, 1 mol %)

출처 및 근거

ORD 기록
ord-3e74063df5154e61b488c8172d19934e
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987531B2

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