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

HRID 332576

반응식

HRID 332576 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8c044c98209c4847b1ab1c78200d10ff
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877816B2

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