HCID 21399939, compound → HCID 21399932, compound

HRID 1076179Notes

Reaction equation

HRID 1076179 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH:10]([C:16]([OH:18])=[O:17])[CH2:9][CH2:8][CH2:7][C:6]2=1>[C].[Pd].C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[C:10]([C:16]([OH:18])=[O:17])=[CH:9][CH:8]=[CH:7][C:6]2=1

Participants

4

Reactant 1

HCID 21399939HCID 21399939, compound

Product 1

HCID 21399932HCID 21399932, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 7237O-XyleneSolvent

Procedure

2.05 g. of the ethyl ester of 6-methoxy-1,2,3,4-tetrahydrocarbazole-1-carboxylic acid is dissolved in 20 ml. of xylene, mixed with 2 g. of 10% palladium-carbon catalyst, and refluxed for 4 hours. After the reaction mixture has cooled, the catalyst is filtered off, the solution is concentrated under vacuum, the residue is recrystallized from benzene, and 1.5 g. of the ethyl ester of 6-methoxycarbazole-1-carboxylic acid is thus produced, m.p. 107° C.

Workup

  1. temperatureAfter the reaction mixture has cooled
  2. filtrationthe catalyst is filtered off
  3. concentrationthe solution is concentrated under vacuum
  4. customthe residue is recrystallized from benzene, and 1.5 g

Sources & evidence

ORD record
ord-8bfef1bb3eec41fe816ae8cce6cc63c1
Source dataset
uspto-grants-1976_05
Patent number
US03956295

Reaction notes

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