Methanol → 3-(5-Fluoro-4-hydroxy-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline

HRID 1867233ノート

反応式

HRID 1867233 の反応式
[BH4-].[Na+].CO.[F:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[C:8](=[O:28])[C:9]([CH3:27])([CH3:26])[N:10]=[C:11]2[C:16]1[CH:17]=[N:18][C:19]2[C:24]([CH:25]=1)=[CH:23][CH:22]=[CH:21][CH:20]=2>O>[F:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]([OH:28])[C:9]([CH3:26])([CH3:27])[N:10]=[C:11]2[C:16]1[CH:17]=[N:18][C:19]2[C:24]([CH:25]=1)=[CH:23][CH:22]=[CH:21][CH:20]=2

参加物

5

反応物 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 231608453-(5-Fluoro-4-keto-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline

生成物 1

HCID 231608883-(5-Fluoro-4-hydroxy-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline収率 74.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Sodium borohydride (103 mg) was added to a methanol (8 mL) solution of 3-(5-fluoro-4-keto-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (300 mg, 0.9 mmol) followed by stirring for 2.5 hours at room temperature, pouring water, extracting with ethyl acetate, and applying the resulting residue to chromatography to obtain 215 mg (yield 74%) of the target compound.

後処理

  1. extractionextracting with ethyl acetate

出典と根拠

ORDレコード
ord-3557a81738e747a3b53b9fbb62f170a1
出典データセット
uspto-grants-2009_12
特許番号
US07632783B2

反応ノート

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