(S)-alpha-[(t-butylsulphonyl)methyl]hydrocinnamic acid → (S)-alpha-[(tert-butylsulphonyl)methyl]cyclohexanepropionic acid

HRID 2294687

反応式

HRID 2294687 の反応式
[C:1]([S:5]([CH2:8][C@@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:10]([OH:12])=[O:11])(=[O:7])=[O:6])([CH3:4])([CH3:3])[CH3:2]>[Rh].[O-2].[Al+3].[O-2].[O-2].[Al+3].C(O)C>[C:1]([S:5]([CH2:8][C@@H:9]([CH2:13][CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1)[C:10]([OH:12])=[O:11])(=[O:6])=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

4

実験手順

A mixture of 2 g (7 mmol) of (S)-α-[(tert-butylsulphonyl)methyl]hydrocinnamic acid (EPA 0236734) and 2 g of rhodium/aluminium oxide catalyst (5%) in 100 ml of ethanol is hydrogenated for 10 hours at 50° and 10 bar. After filtering off the catalyst the reaction solution is evaporated under reduced pressure and the residue is recrystallized from a 9:1 mixture of hexane and ethyl acetate. There are obtained 1.6 g of (S)-α-[(tert-butylsulphonyl)methyl]cyclohexanepropionic acid as colourless needles; MS: 308 (M+NH4)+.

後処理

  1. filtrationAfter filtering off the catalyst the reaction solution
  2. customis evaporated under reduced pressure
  3. customthe residue is recrystallized from a 9:1 mixture of hexane and ethyl acetate

出典と根拠

ORDレコード
ord-0cc4981f753440e78dbafa52965568cd
出典データセット
uspto-grants-1997_11
特許番号
US05688946

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