Bromide ion → 1-Bromo-5,5-dimethyl-3-tetrahydropyranyloxy-trans-1-octene

HRID 1580407노트

반응식

HRID 1580407 반응식
[CH3:1][C:2]([CH3:17])([CH2:14][CH2:15][CH3:16])[CH2:3][CH:4]([O:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][O:9]1)[C:5]#[CH:6].C(BC(C(C)C)C)(C(C)C)C.[Br-:29]>C(Cl)(Cl)(Cl)Cl>[Br:29]/[CH:6]=[CH:5]/[CH:4]([O:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][O:9]1)[CH2:3][C:2]([CH3:17])([CH3:1])[CH2:14][CH2:15][CH3:16]

참가 물질

5

반응물 3

HCID 259Bromide ionHCID 192733Bis(1,2-dimethylpropyl)boraneHCID 538897305,5-Dimethyl-3-tetrahydropyranyloxy-1-octyne

생성물 1

HCID 867329731-Bromo-5,5-dimethyl-3-tetrahydropyranyloxy-trans-1-octene

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매2회

실험 절차

Treatment of 7.15 g. (30 moles) of 5,5-dimethyl-3-tetrahydropyranyloxy-1-octyne (Example 999) with 33 moles of disiamylborane in carbon tetrachloride followed by 30 moles of bromide in carbon tetrachloride, refluxing the resulting mixture, and isolation by chromatography on silica gel, all as described in Example 1173 gives the title compound.

후처리

  1. temperaturerefluxing the resulting mixture, and isolation by chromatography on silica gel

출처 및 근거

ORD 기록
ord-5a7b2f9318414eaa8cee6f728e64af1b
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03932479

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