Bromobenzene → 2-Chloro-1,1-diphenylethanol

HRID 1583325ノート

反応式

HRID 1583325 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Mg].[CH2:9]([Cl:18])[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:11].[Cl-].[NH4+]>[Na].C(OCC)C>[C:2]1([C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([OH:11])[CH2:9][Cl:18])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 7961BromobenzeneHCID 107572-ChloroacetophenoneHCID 25517Ammonium ChlorideHCID 5462224Magnesium2 回

生成物 1

HCID 2325962-Chloro-1,1-diphenylethanol収率 60%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 5360545Sodium溶媒

実験手順

Bromobenzene (0.2 mol, 31.4 g) in sodium dry diethyl ether (200 ml) was added dropwise to magnesium (0.22 gram atoms, 5.3 g ). After all the magnesium had reacted, phenacyl chloride (0.1 mol, 15.5 g) in diethyl ether (100 ml) was added dropwise and the solution stirred at room temperature for 1 hour. The reaction mixture was poured into saturated ammonium chloride solution, washed with water (3×150 ml), and dried (Na2SO4). Removal of the ether gave a pale yellow oil which solidified on standing. Recrystallisation from petroleum ether (60°-80°) gave 1,1-diphenyl-2-chloroethan-1-ol (60%) as a white crystalline solid, m.p. 56°-57°.

後処理

  1. washwashed with water (3×150 ml)
  2. dry with materialdried (Na2SO4)
  3. customRemoval of the ether
  4. customgave a pale yellow oil which
  5. customRecrystallisation from petroleum ether (60°-80°)

出典と根拠

ORDレコード
ord-c3199c8677c84bd0bafb899bd88e3dc2
出典データセット
uspto-grants-1985_11
特許番号
US04551469

反応ノート

読み込み中…