Phenol → 3-[1-(4-Hydroxyphenyl)-isopropyl]phenol

HRID 1462659

反応式

HRID 1462659 の反応式
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)[OH:9].O[C:14]1[CH:15]=[C:16]([C:20]([CH3:23])([CH3:22])O)[CH:17]=[CH:18][CH:19]=1>C1(C)C=CC=CC=1>[OH:7][C:1]1[CH:6]=[C:5]([C:20]([C:16]2[CH:17]=[CH:18][C:19]([OH:9])=[CH:14][CH:15]=2)([CH3:23])[CH3:22])[CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 996Phenol2 回HCID 1118Sulfuric AcidHCID 4581423-(2-Hydroxypropan-2-yl)phenol

生成物 1

HCID 6882893-[1-(4-Hydroxyphenyl)-isopropyl]phenol収率 55%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A mixture of 1335 grams (14.2 moles) of phenol, 450 ml. of 75% aqueous sulfuric acid and 1800 ml. of toluene was stirred at room temperature while a solution of 450 grams (2.9 moles) of 3-hydroxyphenyldimethylcarbinol in 890 grams (9.5 moles) of phenol and 1800 ml. of toluene was added over three hours. The reaction mixture was stirred at room temperature for four hours and the aqueous layer was separated and discarded. The organic layer was washed twice with water, once with 10% sodium bicarbonate solution and again with water. Toluene and excess phenol were removed by vacuum distillation and the residue was recrystallized from toluene. There was obtained 371 grams (55% of theoretical) of the desired 2-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)propane.

後処理

  1. customthe aqueous layer was separated
  2. washThe organic layer was washed twice with water, once with 10% sodium bicarbonate solution and again with water
  3. customToluene and excess phenol were removed by vacuum distillation
  4. customthe residue was recrystallized from toluene

出典と根拠

ORDレコード
ord-554cd87da3cd43c08592993d77fc3552
出典データセット
uspto-grants-1984_07
特許番号
US04460798

関連ノート

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