Boron trifluoride → 4,4-Dimethyl-6,7-dimethoxy-1-bromomethylisochroman

HRID 223233

反応式

HRID 223233 の反応式
[CH3:1][C:2]([CH3:15])([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH3:14])[CH:6]=1)[CH2:3][OH:4].[Br:16][CH2:17][CH:18]=O.B(F)(F)F>[N+](C)([O-])=O>[CH3:1][C:2]1([CH3:15])[C:5]2[C:10](=[CH:9][C:8]([O:11][CH3:12])=[C:7]([O:13][CH3:14])[CH:6]=2)[CH:18]([CH2:17][Br:16])[O:4][CH2:3]1

参加物

5

反応物 3

HCID 6356Boron trifluorideHCID 105131Acetaldehyde, bromo-HCID 130157782-(3,4-Dimethoxyphenyl)-2-methylpropan-1-ol

生成物 1

HCID 205230704,4-Dimethyl-6,7-dimethoxy-1-bromomethylisochroman

試薬・触媒・溶媒 1

HCID 6375Nitromethane溶媒

実験手順

A 2,2-Dimethyl-2-(3,4-dimethoxyphenyl)ethanol (0.95 g, 0.0045 m) is stirred with 1.07 g (0.0054 m) of the ethyl acetal of bromoacetaldehyde and 0.19 g (0.0014 m) of BF3 .etherate in 25 ml of nitromethane for 15 hours. The mixture is partitioned between methylene chloride and aqueous sodium carbonate. The organic phase is dried over sodium sulfate and concentrated to yield 1.52 g of 4,4-dimethyl-6,7-dimethoxy-1-bromomethylisochroman. The nmr is consistent with the assigned structure.

後処理

  1. customThe mixture is partitioned between methylene chloride and aqueous sodium carbonate
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-3e4b66a471a743eabefd0a20575541a1
出典データセット
uspto-grants-1982_10
特許番号
US04352805

関連ノート

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