HCID 21399939, compound → HCID 21399932, compound

HRID 1438985Notes

Reaction equation

HRID 1438985 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-97c0d3d82a874fe0ac90e6e18e1fd249
Source dataset
uspto-grants-1977_11
Patent number
US04057640

Reaction notes

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