p-Toluenesulfonic acid → 2-[(3-Bromophenyl)methoxy]oxane

HRID 21560

반응식

HRID 21560 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].[O:10]1[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl>[O:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]1[O:6][CH2:5][C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([Br:1])[CH:3]=1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 80803,4-dihydro-2H-pyranHCID 851413-Bromobenzyl alcohol

생성물 1

HCID 152820642-[(3-Bromophenyl)methoxy]oxane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-bromobenzyl alcohol (84.9 g; Aldrich), 3,4-dihydro-2H-pyran (44 g) and anhydrous p-toluene sulfonic acid (1 g) in CH2Cl2 (800 mL) was stirred at 5° C. for 1 hr. then at r.t. overnight. The mixture was concentrated and the residue chromatographed (5% EtOAc/hexane) to afford the title compound as an oil.

후처리

  1. customat r.t.
  2. customovernight
  3. concentrationThe mixture was concentrated
  4. customthe residue chromatographed (5% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-2db09be680da427fb5198d935bceca3f
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424320

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