2-[(2-Methyl-2-oxiranyl)methyl]phenol → (2-Methyl-2,3-dihydro-1-benzofuran-2-yl)methanol

HRID 648221ノート

反応式

HRID 648221 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]1([CH3:12])[O:11][CH2:10]1>C(Cl)Cl>[OH:11][CH2:10][C:9]1([CH3:12])[CH2:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[O:1]1

参加物

3

反応物 1

HCID 118160462-[(2-Methyl-2-oxiranyl)methyl]phenol

生成物 1

HCID 20482667(2-Methyl-2,3-dihydro-1-benzofuran-2-yl)methanol収率 94.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 1-(2-hydroxyphenyl)-2-methyl-2,3-epoxypropane (52.7 g) and silica (Kieselgel 60; 70-230 mesh) (150 g) in methylene chloride (300 ml) was stirred at room temperature for 24 hours. Removal of the solvent gave a residue of silica and absorbed product and this mixture was stirred with ethyl acetate for 3 hours. After filtration the ethyl acetate filtrate was dried and the solvent evaporated in vacuo to give the desired alcohol 49.6 g. This crude product was dissolved in methylene chloride and washed with 1 N aqueous sodium hydroxide solution, water and then dried. Removal of the solvent gave the alcohol as a yellow oil 37 g; I.R. νmax 3700-3200 cms-1.

後処理

  1. customRemoval of the solvent
  2. customgave a residue of silica
  3. customabsorbed product
  4. stirringthis mixture was stirred with ethyl acetate for 3 hours
  5. filtrationAfter filtration the ethyl acetate filtrate
  6. customwas dried
  7. customthe solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-34915629bf874e3488235eca6d307e01
出典データセット
uspto-grants-1983_10
特許番号
US04411908

反応ノート

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