3-(Benzyloxy)-N-methoxy-N-methylbenzamide → 3-hydroxy-N-methoxy-N-methylbenzamide

HRID 856967Notes

Reaction equation

HRID 856967 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:18]=[CH:19][CH:20]=1)[C:12]([N:14]([O:16][CH3:17])[CH3:15])=[O:13])C1C=CC=CC=1>O1CCCC1>[OH:8][C:9]1[CH:10]=[C:11]([CH:18]=[CH:19][CH:20]=1)[C:12]([N:14]([O:16][CH3:17])[CH3:15])=[O:13]

Participants

3

Reactant 1

HCID 218653613-(Benzyloxy)-N-methoxy-N-methylbenzamide

Product 1

HCID 218653763-hydroxy-N-methoxy-N-methylbenzamideYield 98.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 100 g (0.37 mol) B1 in 750 ml tetrahydrofuran 10 g Pd/C (10%) were added and the mixture was hydrogenated at atmospheric pressure for 2 hours. The catalyst was filtered off and the filtrate was evaporated to yield 66.0 g B2 (98%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-cf04c6ad9aa1470ca7ac83c55bd2b3a0
Source dataset
uspto-grants-2006_12
Patent number
US07144889B2

Reaction notes

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