HCID 20544368, compound → HCID 12831622, compound

HRID 2285727Notes

Reaction equation

HRID 2285727 reaction equation
C(OC([N:11]([CH2:24][CH:25]([OH:50])[C:26]1[CH:31]=[CH:30][C:29]([O:32][C:33](=[O:49])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])=[CH:28][CH:27]=1)[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[CH:15]=1)=O)C1C=CC=CC=1>CO.[H][H].[C].[Pd]>[CH3:23][O:22][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][C:17]=1[O:20][CH3:21])[CH2:13][CH2:12][NH:11][CH2:24][CH:25]([OH:50])[C:26]1[CH:31]=[CH:30][C:29]([O:32][C:33](=[O:49])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])=[CH:28][CH:27]=1

Participants

5

Reactant 1

HCID 20544368HCID 20544368, compound

Product 1

HCID 12831622HCID 12831622, compoundYield 111.7%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

2.0 g of N-benzyloxycarbonyl-α-(3,4-dimethoxyphenethylaminomethyl)-4-palmitoyloxybenzylalcohol were dissolved in 40 ml of methanol, and 0.4 g of 10% palladium-carbon was added thereto. The mixture was shaken at room temperature in hydrogen atmosphere for one hour under atmospheric pressure. The reaction mixture was filtered to remove the catalyst, and the filtrate was evaporated to remove solvent. The residue thus obtained was recrystallized from methanol. 1.8 g of α-(3,4-dimethoxyphenethylaminomethyl)-4-palmitoyloxybenzylalcohol were obtained as colorless needles.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove the catalyst
  3. customthe filtrate was evaporated
  4. customto remove solvent
  5. customThe residue thus obtained
  6. customwas recrystallized from methanol

Sources & evidence

ORD record
ord-0c70ff11cd1942eb8cfce7a1b5144320
Source dataset
uspto-grants-1982_04
Patent number
US04324800

Reaction notes

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