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

HRID 333228

반응식

HRID 333228 반응식
[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

참가 물질

3

반응물 2

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

생성물 1

HCID 58954787(6-Fluoronaphthalen-2-yl)methanol수율 82%

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-590c7face87a4de8b262dc42f079c2d3
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877975B2

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