HCID 12361816, compound → HCID 12361863, compound

HRID 128129Notes

Reaction equation

HRID 128129 reaction equation
Cl.[CH3:2][N:3]([CH3:25])[CH:4]1[CH2:16][C:15]2[C:14]3[C:9](=[C:10]([O:17]CC4C=CC=CC=4)[CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]=2[CH2:6][CH2:5]1.[H][H].Cl.CN(C)C1CC2C3C(=C(O)C=CC=3)NC=2CC1>C(O)C.[Pd]>[CH3:2][N:3]([CH3:25])[CH:4]1[CH2:16][C:15]2[C:14]3[C:9](=[C:10]([OH:17])[CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]=2[CH2:6][CH2:5]1

Participants

6

Reactant 3

HCID 12361816HCID 12361816, compoundHCID 12361864HCID 12361864, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 12361863HCID 12361863, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 14 g. of 3-(dimethylamino)-8-benzyloxy-1,2,3,4-tetrahydrocarbazole hydrochloride (Example 231) in aqueous ethyl alcohol (1:1) was added 1 g. of 10% palladium on charcoal and the mixture was subjected to a hydrogen atmosphere at about 60 psig until hydrogen uptake ceased. The mixture was filtered and the filtrate was evaporated to dryness to give 9.7 g. of 3-(dimethylamino)-8-hydroxy-1,2,3,4-tetrahydrocarbazole hydrochloride, m.p. 315°-318° C.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated to dryness
  3. customto give 9.7 g

Sources & evidence

ORD record
ord-3463e88fc44b463e9f2a1137490640e6
Source dataset
uspto-grants-1981_03
Patent number
US04257952

Reaction notes

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