Benzyl Bromide → Benzyl 2-bromoprop-2-enoate

HRID 1842929ノート

反応式

HRID 1842929 の反応式
[Br:1][C:2](=[CH2:6])[C:3]([OH:5])=[O:4].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Br:1][C:2](=[CH2:6])[C:3]([O:5][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 826332-Bromoacrylic acid2 回

生成物 1

HCID 13443472Benzyl 2-bromoprop-2-enoate収率 54.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A suspension of 2-bromoacrylic acid (25.0 g, 166.66 mmol), benzyl bromide (21.8.0 mL, 183.32 mmol) and K2CO3 (46 g, 333.32 mmol) in acetonitrile (250 mL) was stirred at 80° C. for 3 h until complete consumption of 2-bromoacrylic acid, as evidenced by TLC analysis. The reaction mixture was filtered and concentrated. The obtained crude compound was purified by CC using 5% EtOAc in PE as eluent to afford benzyl 2-bromoacrylate (22 g, 53%) as a yellow liquid (TLC solvent system: 5% EtOAc in PE; Rf: 0.7).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customThe obtained crude compound
  4. customwas purified by CC

出典と根拠

ORDレコード
ord-844f20ada75841b98184291a03b12b2c
出典データセット
uspto-grants-2015_02
特許番号
US08946204B2

反応ノート

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