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

HRID 21560

反応式

HRID 21560 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-2db09be680da427fb5198d935bceca3f
出典データセット
uspto-grants-1995_06
特許番号
US05424320

関連ノート

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