Bromobenzene → 2-Chloro-1,1-diphenylethanol

HRID 1651134노트

반응식

HRID 1651134 반응식
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

참가 물질

7

반응물 4

HCID 7961BromobenzeneHCID 107572-ChloroacetophenoneHCID 25517Ammonium ChlorideHCID 5462224Magnesium2회

생성물 1

HCID 2325962-Chloro-1,1-diphenylethanol수율 60%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 5360545Sodium용매

실험 절차

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°.

후처리

  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°)

출처 및 근거

ORD 기록
ord-77459219a8c14ac9a75d6b6281c68ecf
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04927839

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