Catechol → Spiro[1,3-benzodioxole-2,1′-cyclopentane]

HRID 2426720ノート

反応式

HRID 2426720 の反応式
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[C:9]1(=O)[CH2:13][CH2:12][CH2:11][CH2:10]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:9]12([O:4][C:3]3[CH:5]=[CH:6][CH:7]=[CH:8][C:1]=3[O:2]1)[CH2:13][CH2:12][CH2:11][CH2:10]2

参加物

5

反応物 3

HCID 289CatecholHCID 6101p-Toluenesulfonic acidHCID 8452Cyclopentanone

生成物 1

HCID 12608169Spiro[1,3-benzodioxole-2,1′-cyclopentane]

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Catechol (11 g) and cyclopentanone (9 ml) were heated under reflux in toluene (150 ml) with p-toluenesulfonic acid (0.18 g) with a water trap. After 18 hours, the mixture was concentrated and purified by chromatography (silica gel, heptane/ethyl acetate 4:1). This resulted in the product with the molecular weight of 176.22 (C11H12O2); MS (ESI): 177 (M+H+).

後処理

  1. concentrationthe mixture was concentrated
  2. custompurified by chromatography (silica gel, heptane/ethyl acetate 4:1)
  3. customThis resulted in the product with the molecular weight of 176.22 (C11H12O2)

出典と根拠

ORDレコード
ord-ec89751a61e24c798faf97c421cd391b
出典データセット
uspto-grants-2011_06
特許番号
US07968550B2

反応ノート

読み込み中…