Methanol → 2-Bromo-5-fluorobenzyl alcohol

HRID 240274

反応式

HRID 240274 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[C:4](OC)=[O:5].[BH4-].[Na+].CO.O>C1COCC1>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[CH2:4][OH:5]

参加物

6

反応物 4

HCID 887MethanolHCID 962WaterHCID 138875Benzoic acid, 2-bromo-5-fluoro-, methyl esterHCID 4311764Sodium borohydride

生成物 1

HCID 27733492-Bromo-5-fluorobenzyl alcohol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 2-bromo-5-fluorobenzoate (10, 21.30 g, 91.4 mmol) in dry THF (150 mL) was added NaBH4 (6.95 g, 183 mmol). Methanol (20 mL) was added dropwise at RT. After the addition, the mixture was stirred at RT for 1 h. Water (200 mL) was slowly added. The mixture was extracted with CH2Cl2 (100 mL×2). The combined extracts were washed with saturated NaHCO3 and brine, dried over MgSO4 and concentrated to give (2-bromo-5-fluorophenyl)methanol (11).

後処理

  1. additionAfter the addition
  2. extractionThe mixture was extracted with CH2Cl2 (100 mL×2)
  3. washThe combined extracts were washed with saturated NaHCO3 and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-f680df50dc154f649f0aca6fe6f78b8d
出典データセット
uspto-grants-2014_02
特許番号
US08648073B2

関連ノート

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