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Ethanol → 2-(Dimethylaminophenylmethyl)cyclohexanol

HRID 459661
ノート
印刷プレビュー

反応式

HRID 459661 の反応式
[CH3:1][N:2]([CH:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C:6]1=[O:11])[CH3:3].[H-].C([Al+]CC(C)C)C(C)C.C(O)C.O>C1(C)C=CC=CC=1>[CH3:3][N:2]([CH:4]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[OH:11])[CH3:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 702EthanolHCID 962WaterHCID 111722992-(Dimethylaminophenylmethyl)cyclohexanoneHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 112647962-(Dimethylaminophenylmethyl)cyclohexanol収率 86.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

3.0 g (13.0 mmole) of the 2-(dimethylaminophenylmethyl)cyclohexanone prepared according to Example 1 (2nd stage), dissolved in 26 ml toluene, were added dropwise to 26 ml (39 mmole) diisobutylaluminium hydride (1.5 M in toluene) at RT under nitrogen. The mixture was heated under reflux for 15 hours, while stirring. For working up, 13 ml ethanol and 13 ml water were slowly added dropwise and the suspension was stored at 0° C. for several hours, filtered through a glass frit and washed several times with a little toluene. The filtrate was concentrated on a rotary evaporator (500 to 10 mbar) and residues of solvent were removed under a high vacuum (approx. 0.1 mbar). 2.62 g (86.6% of theoretical) 2-(dimethylaminophenylmethyl)-cyclohexanol were obtained.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 15 hours
  3. waitthe suspension was stored at 0° C. for several hours
  4. filtrationfiltered through a glass frit
  5. washwashed several times with a little toluene
  6. concentrationThe filtrate was concentrated on a rotary evaporator (500 to 10 mbar) and residues of solvent
  7. customwere removed under a high vacuum (approx. 0.1 mbar)

出典と根拠

ORDレコード
ord-a16547bdb9c349e2a668a951acb9873d
出典データセット
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
USRE039530E1

反応ノート

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