Methanol → HCID 21526381, compound

HRID 1659074Notes

Reaction equation

HRID 1659074 reaction equation
[OH:1][CH:2]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[C:12]([N+:22]([O-])=O)[CH:11]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].CO.[H][H]>[Pd]>[OH:1][CH:2]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[C:12]([NH2:22])[CH:11]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 21526435HCID 21526435, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21526381HCID 21526381, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 0.05 moles of ethyl α-hydroxy-γ-(3-nitro-4-cyclohexylphenyl)butyrate in 100 ml. methanol containing 0.05 mole citric acid and 1.5 g. of 5% palladium-on-carbon is shaken with hydrogen at 2 atm. pressure and 27°C until 3 moles of hydrogen are absorbed. The mixture is filtered, washed with methanol and the filtrate concentrated in vacuo to obtain ethyl α-hydroxy-γ-(3-amino-4-cyclohexylphenyl)butyrate, isolated as the citrate salt.

Workup

  1. customare absorbed
  2. filtrationThe mixture is filtered
  3. washwashed with methanol
  4. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-338bf3bea0ef4f24b6535be0694ecfc6
Source dataset
uspto-grants-1976_06
Patent number
US03966801

Reaction notes

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