Bromobenzene → 1-Phenylcyclohexanol

HRID 1646235

反応式

HRID 1646235 の反応式
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

参加物

6

反応物 4

HCID 7961BromobenzeneHCID 7967CyclohexanoneHCID 25517Ammonium ChlorideHCID 5462224Magnesium

生成物 1

HCID 153191-Phenylcyclohexanol収率 71%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-2e502cc7b56043a3a0a042063670b8ab
出典データセット
uspto-grants-1993_01
特許番号
US05179109

関連ノート

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