1-Propanol → 8-Tert-butyl-1,3,4,5-tetrahydro-2-benzoxepine

HRID 260263노트

반응식

HRID 260263 반응식
C(O)CC.[C:5]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][O:18][CH2:19]OC)=[CH:11][CH:10]=1)([CH3:8])([CH3:7])[CH3:6].COCOC.COCOCOC>ClCCl>[C:5]([C:9]1[CH:14]=[CH:13][C:12]2[CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:11]=2[CH:10]=1)([CH3:8])([CH3:7])[CH3:6]

참가 물질

6

반응물 4

HCID 10311-PropanolHCID 8020Dimethoxymethane2회HCID 12362Bis(methoxymethyl)ether2회HCID 152718851-Tert-butyl-4-(3-methoxymethoxypropyl)benzene

생성물 1

HCID 152718948-Tert-butyl-1,3,4,5-tetrahydro-2-benzoxepine수율 67%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The above-mentioned propanol was then converted into 1-tert-butyl-4-(3-methoxymethoxypropyl)benzene by means of dimethoxymethane, in an analogous manner to that described by J. L. Gras et al. in Synthesis 74, (1985), but using 12 equivalents of dimethoxymethane for 1 equivalent of alcohol. The above-mentioned methoxymethylether was then transformed as described by A. Rieche et al., Chem. Ber. 95, 91 (1962) but using dichloromethane as solvent. The concentration of methoxymethylether in this solvent varied between 0.1 and 0.3 M. The reaction product was purified by chromatography to provide 8-tert-butyl-1,3,4,5-tetrahydro-2-benzoxepine (yield 67%, purety>99%).

후처리

  1. customGras et al. in Synthesis 74, (1985),
  2. customThe reaction product was purified by chromatography

출처 및 근거

ORD 기록
ord-ce2003d8cdd945edaebca872af7889cb
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05527769

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