HCID 3046875, compound → HCID 3046877, compound

HRID 372552Notes

Reaction equation

HRID 372552 reaction equation
[CH3:1][NH:2][CH:3]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[CH2:5][CH2:4]1>C(O)C>[CH3:1][NH:2][CH:3]1[CH2:4][CH2:5][C:6]2[CH:19]=[CH:18][CH:17]=[CH:16][C:7]=2[CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:9]1

Participants

3

Reactant 1

HCID 3046875HCID 3046875, compound

Product 1

HCID 3046877HCID 3046877, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.47 g of 7-methylamino-9-phenyl-6,7-dihydro [5H] benzocycloheptene, 130 ml of ethanol, and 3.67 g of palladized carbon [10% pd(OH)2 ] was maintained under a hydrogen atmosphere until absorption ceased and the mixture was filtered. The filtrate was evaporated to dryness and the residue was chromatographed over silica gel. Elution with a 4-6-1 benzene-ethyl acetate-triethylamine mixture yielded 1.82 g of 7-methylamino-5-phenyl-6,7,8,9-tetrahydro [5H] benzocycloheptene.

Workup

  1. temperaturewas maintained under a hydrogen atmosphere until absorption
  2. filtrationthe mixture was filtered
  3. customThe filtrate was evaporated to dryness
  4. customthe residue was chromatographed over silica gel
  5. washElution with a 4-6-1 benzene-ethyl acetate-triethylamine mixture

Sources & evidence

ORD record
ord-cea1911cd3544e0faed4337a7878de3e
Source dataset
uspto-grants-1978_05
Patent number
US04091115

Reaction notes

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