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Phosphorus tribromide → Methyl 2-(2-(2-Propyl)-4-Bromomethyl-Phenoxy)-2-(3-Chlorophenyl)Acetate

HRID 37244
ノート
印刷プレビュー

反応式

HRID 37244 の反応式
[CH3:1][CH:2]([C:4]1[CH:22]=[C:21]([CH2:23]O)[CH:20]=[CH:19][C:5]=1[O:6][CH:7]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=1)[C:8]([O:10][CH3:11])=[O:9])[CH3:3].P(Br)(Br)[Br:26]>C(Cl)(Cl)(Cl)Cl>[CH3:1][CH:2]([C:4]1[CH:22]=[C:21]([CH2:23][Br:26])[CH:20]=[CH:19][C:5]=1[O:6][CH:7]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=1)[C:8]([O:10][CH3:11])=[O:9])[CH3:3]
参加物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 24614Phosphorus tribromideHCID 54146549Methyl 2-(2-(2-Propyl)-4-Hydroxymethyl-Phenoxy)-2-(3-Chlorophenyl)Acetate

生成物 1

HCID 54090485Methyl 2-(2-(2-Propyl)-4-Bromomethyl-Phenoxy)-2-(3-Chlorophenyl)Acetate収率 81.5%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

To a solution of 0.110 g (0.31 mmol) of the product of Step A dissolved in 1.0 mL of carbon tetrachloride was added 0.03 mL (1.6 mmol) of phosphorous tribromide and the reaction mixture was stirred at room temperature for 10 minutes. Carbon tetrachloride was evaporated from the reaction mixture several times to remove the hydrogen bromide, then the residue was purified on a silica gel flash chromatography column eluted with 15% EtOAc-hexane. The purified fractions were evaporated in vacuo affording 0.104 g (80%) of the title compound.

後処理

  1. customCarbon tetrachloride was evaporated from the reaction mixture several times
  2. customto remove the hydrogen bromide
  3. customthe residue was purified on a silica gel flash chromatography column
  4. washeluted with 15% EtOAc-hexane
  5. customThe purified fractions were evaporated in vacuo

出典と根拠

ORDレコード
ord-9a742bf544ec495cb4f7cd7d15b39a66
出典データセット
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05420133

反応ノート

読み込み中…

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