Triphenylphosphine → 4-Bromomethyl-2-(3-chloro-phenoxy)-1-methoxy-benzene

HRID 332576

反応式

HRID 332576 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[O:5][C:6]1[CH:7]=[C:8]([CH2:14]O)[CH:9]=[CH:10][C:11]=1[O:12][CH3:13].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1C(=O)N([Br:45])C(=O)C1>C(Cl)Cl>[Br:45][CH2:14][C:8]1[CH:9]=[CH:10][C:11]([O:12][CH3:13])=[C:6]([O:5][C:4]2[CH:16]=[CH:17][CH:18]=[C:2]([Cl:1])[CH:3]=2)[CH:7]=1

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 57701122[3-(3-Chloro-phenoxy)-4-methoxy-phenyl]-methanol

生成物 1

HCID 577011304-Bromomethyl-2-(3-chloro-phenoxy)-1-methoxy-benzene収率 91.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of 3-(3-chloro-phenoxy)-4-methoxy-phenyl]-methanol (13) (315 mg, 1.2 mmol) and triphenylphosphine (390 mg, 1.5 mmol) in methylene chloride (5 ml) was added NBS (0.250 mg, 1.4 mmol) in portions at 0° C. under nitrogen. After 10 min of stirring at 0° C., the mixture was allowed to warm to room temperature, and continued to stir for 16 h. After the solvent was removed, the residue was purified by silica gel column chromatography with ether/hexane as eluent to give 360 mg (85% yield) of product (14).

後処理

  1. temperatureto warm to room temperature
  2. stirringto stir for 16 h
  3. customAfter the solvent was removed
  4. customthe residue was purified by silica gel column chromatography with ether/hexane as eluent

出典と根拠

ORDレコード
ord-8c044c98209c4847b1ab1c78200d10ff
出典データセット
uspto-grants-2014_11
特許番号
US08877816B2

関連ノート

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