Water → HCID 12843191, compound

HRID 1732994Notes

Reaction equation

HRID 1732994 reaction equation
[ClH:1].[CH2:2]([N:4]([CH:34]1[CH2:43][CH2:42][C:41]2[C:36](=[CH:37][CH:38]=[C:39]([O:44][CH3:45])[CH:40]=2)[CH2:35]1)[CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10](=[O:33])[C:11]1[CH:16]=[CH:15][C:14]([O:17]CC2C=CC=CC=2)=[C:13]([O:25]CC2C=CC=CC=2)[CH:12]=1)[CH3:3].O>[Pd].C(O)C>[ClH:1].[CH2:2]([N:4]([CH:34]1[CH2:43][CH2:42][C:41]2[C:36](=[CH:37][CH:38]=[C:39]([O:44][CH3:45])[CH:40]=2)[CH2:35]1)[CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10](=[O:33])[C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([OH:25])[CH:12]=1)[CH3:3]

Participants

5

Reactant 2

HCID 962WaterHCID 12843152HCID 12843152, compound

Product 1

HCID 12843191HCID 12843191, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2.5 g of N-ethyl-N-{4-[3,4-bis(benzyloxy)benzoyloxy]-butyl}-6-methoxy-1,2,3,4-tetrahydro-2-naphthylamine hydrochloride, 70 ml of water, 70 ml of ethanol and 0.5 g of a 5% palladium on carbon were mixed and reduced catalytically at a usual temperature under usual pressure. After absorption of the theoretical amount of hydrogen, the palladium on carbon catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to obtain 1.5 g of N-ethyl-N-[4-(3,4-dihydroxybenzoyloxy)butyl]-6-methoxy-1,2,3,4-tetrahydro-2-naphthylamine hydrochloride as a colorless resinous material.

Workup

  1. customAfter absorption of the theoretical amount of hydrogen
  2. customthe palladium on carbon catalyst was removed by filtration
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9ec46803d76e492f8e1901d5ace43273
Source dataset
uspto-grants-1980_12
Patent number
US04239903

Reaction notes

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