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

HRID 223233

반응식

HRID 223233 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6375Nitromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3e4b66a471a743eabefd0a20575541a1
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04352805

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