Bromobenzene → 1-Phenylcyclohexanol

HRID 1646235

반응식

HRID 1646235 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Mg].[C:9]1(=[O:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[NH4+].[Cl-]>CCOCC>[C:2]1([C:9]2([OH:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 7961BromobenzeneHCID 7967CyclohexanoneHCID 25517Ammonium ChlorideHCID 5462224Magnesium

생성물 1

HCID 153191-Phenylcyclohexanol수율 71%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

The Grignard reagent resulting from the action of 48.9 g (0.3M) of bromobenzene on 8.75 g (0.35M) of magnesium in the form of turnings is prepared in 300 ml of anhydrous ether. To it is added 19.6 g (0.2M) of cyclohexanone dissolved in 300 ml of anhydrous ether. Stirring takes place for 3 h on the reflux condenser and the complex is decomposed by a cold, saturated NH4Cl solution and then, after settling, the liquids are extracted with ether (3×200 ml). The ethers are dried (Na2SO4) and evaporated in vacuo to give a yellowish solid which, after two crystallizations in petroleum ether, give 25 g of white 1-phenyl-cyclohexanol melting at 60° to 61° C. (IR).

후처리

  1. customfor 3 h
  2. extractionthe liquids are extracted with ether (3×200 ml)
  3. dry with materialThe ethers are dried (Na2SO4)
  4. customevaporated in vacuo
  5. customto give a yellowish solid which
  6. customafter two crystallizations in petroleum ether

출처 및 근거

ORD 기록
ord-2e502cc7b56043a3a0a042063670b8ab
출처 데이터셋
uspto-grants-1993_01
특허 번호
US05179109

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