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

HRID 260263ノート

反応式

HRID 260263 の反応式
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]

参加物

6

反応物 4

HCID 10311-PropanolHCID 8020Dimethoxymethane2 回HCID 12362Bis(methoxymethyl)ether2 回HCID 152718851-Tert-butyl-4-(3-methoxymethoxypropyl)benzene

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-ce2003d8cdd945edaebca872af7889cb
出典データセット
uspto-grants-1996_06
特許番号
US05527769

反応ノート

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