Borane;tetrahydrofuran → (6-Fluoronaphthalen-2-yl)methanol

HRID 333228

反応式

HRID 333228 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12](O)=[O:13])[CH:6]=[CH:5]2.B.C1COCC1>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH2:12][OH:13])[CH:6]=[CH:5]2

参加物

3

反応物 2

HCID 2723981Borane;tetrahydrofuranHCID 27827886-Fluoro-2-naphthoic acid

生成物 1

HCID 58954787(6-Fluoronaphthalen-2-yl)methanol収率 82%

実験手順

To a solution of 6-fluoro-naphthalene-2-carboxylic acid (3.0 g, 15.8 mmol) was added BH3.THF (31.6 mL, 31.6 mmol). The reaction mixture was stirred overnight before being concentrated. To the residue was added diethyl ether (100 mL) and NaOH solution (10 mL). The organic layer was separated, dried and concentrated. The resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane 1:7) to afford (6-fluoro-naphthalen-2-yl)-methanol (2.28 g, 82%).

後処理

  1. concentrationbefore being concentrated
  2. additionTo the residue was added diethyl ether (100 mL) and NaOH solution (10 mL)
  3. customThe organic layer was separated
  4. customdried
  5. concentrationconcentrated
  6. customThe resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane 1:7)

出典と根拠

ORDレコード
ord-590c7face87a4de8b262dc42f079c2d3
出典データセット
uspto-grants-2014_11
特許番号
US08877975B2

関連ノート

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