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(Dimethyl sulfide)trihydroboron → 2-(3-(Bromomethyl)-5-fluorophenyl)ethanol

HRID 471066
ノート
印刷プレビュー

反応式

HRID 471066 の反応式
B.CSC.[Br:5][CH2:6][C:7]1[CH:8]=[C:9]([CH2:14][C:15](O)=[O:16])[CH:10]=[C:11]([F:13])[CH:12]=1>C1COCC1>[Br:5][CH2:6][C:7]1[CH:8]=[C:9]([CH2:14][CH2:15][OH:16])[CH:10]=[C:11]([F:13])[CH:12]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 12423031(Dimethyl sulfide)trihydroboronHCID 579890372-(3-(Bromomethyl)-5-fluorophenyl)acetic acid

生成物 1

HCID 579893452-(3-(Bromomethyl)-5-fluorophenyl)ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Borane-methyl sulfide complex (2M in THF, 17.4 mL) was added dropwise over 10 minutes to a solution of 2-(3-(bromomethyl)-5-fluorophenyl)acetic acid (example 41, step a) (4.3 g) in THF (60 mL) at 0° C. The mixture was stirred at 0° C. for 10 minutes and then at 20° C. for 1 hour. The reaction mixture was quenched by dropwise addition of methanol and the solvents were removed under reduced pressure. The crude product was purified by flash silica chromatography using 30% ethyl acetate in isohexane as solvent. Pure fractions were evaporated to dryness to afford the subtitled compound. Yield 3.7 g.

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

後処理

  1. waitat 20° C. for 1 hour
  2. customThe reaction mixture was quenched by dropwise addition of methanol
  3. customthe solvents were removed under reduced pressure
  4. customThe crude product was purified by flash silica chromatography
  5. customPure fractions were evaporated to dryness

出典と根拠

ORDレコード
ord-1cc3d7c6adf74dacbdfcf29d316655b4
出典データセット
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08629271B2

反応ノート

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