Ethanol → HCID 86750776, compound

HRID 55421Notes

Reaction equation

HRID 55421 reaction equation
C([N:8]1[CH2:16][CH:15]2[CH:10]([CH2:11][CH:12](CO)[CH2:13][C:14]2([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[O:24][CH3:25])[OH:17])[CH2:9]1)C1C=CC=CC=1.[CH2:28]([OH:30])[CH3:29]>[OH-].[OH-].[Pd+2]>[OH:30][CH2:28][CH2:29][CH:12]1[CH2:11][CH:10]2[CH:15]([CH2:16][NH:8][CH2:9]2)[C:14]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[O:24][CH3:25])([OH:17])[CH2:13]1

Participants

4

Reactant 2

HCID 702EthanolHCID 67661107HCID 67661107, compound

Product 1

HCID 86750776HCID 86750776, compound

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

A suspension of 3.1 g of (3aRS,4RS,6SR,7aSR)-2-benzyl-6-hydroxymethyl-4-(2-methoxyphenyl)-4-perhydroisoindolol and 0.5 g of 20% palladium hydroxide on charcoal in 75 cm3 of ethanol is hydrogenated at atmospheric pressure for 3 hours at 60° C. The reaction mixture is subsequently filtered and evaporated to dryness under reduced pressure (2.7 kPa). 3.0 g of (3aRS,4RS, 6SR, 7aSR)-6-hydroxyethyl-4-(2-methoxyphenyl)-4-perhydroisoindolol are obtained in the form of a white foam.

Workup

  1. filtrationThe reaction mixture is subsequently filtered
  2. customevaporated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-7accc3fd221141c5a7a38b5bed385e64
Source dataset
uspto-grants-1997_04
Patent number
US05624950

Reaction notes

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