6-Benzyloxy-a-methyl carbazole-2-acetic acid ethyl ester → HCID 54544615, compound

HRID 484259Notes

Reaction equation

HRID 484259 reaction equation
[CH2:1]([O:3][C:4](=[O:28])[CH:5]([CH3:27])[C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:19]CC4C=CC=CC=4)[CH:14]=3)[NH:9][C:8]=2[CH:7]=1)[CH3:2]>[Pd].C(O)C>[CH2:1]([O:3][C:4](=[O:28])[CH:5]([CH3:27])[C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([OH:19])[CH:14]=3)[NH:9][C:8]=2[CH:7]=1)[CH3:2]

Participants

4

Reactant 1

HCID 541106846-Benzyloxy-a-methyl carbazole-2-acetic acid ethyl ester

Product 1

HCID 54544615HCID 54544615, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture consisting of 6-benzyloxy-α-methyl carbazole-2-acetic acid ethyl ester (7.3 g, 0.0195 mol) and ethanol (130 mL) is subjected to hydrogenation over 10% Pd/c (0.9 g) for 18 hours at 35 psi. The reaction mixture is filtered and concentrated to give 5.0 g product as a foam.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-935d608c6ae248f2bfe8a0a643170473
Source dataset
uspto-grants-1993_07
Patent number
US05229516

Reaction notes

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