7-dimethylamino-6,7-dihydro [5H] benzocycloheptene → HCID 3046863, compound

HRID 372542Notes

Reaction equation

HRID 372542 reaction equation
[CH3:1][N:2]([CH3:14])[CH:3]1[CH:9]=[CH:8][C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[CH2:5][CH2:4]1>C(O)C>[CH3:1][N:2]([CH3:14])[CH:3]1[CH2:9][CH2:8][C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 1

HCID 30468617-dimethylamino-6,7-dihydro [5H] benzocycloheptene

Product 1

HCID 3046863HCID 3046863, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 11.2 g of 7-dimethylamino-6,7-dihydro [5H] benzocycloheptene, 800 ml of ethanol and 11.2 g carbon containing 10% of Pd (OH)2 was held under a hydrogen atmosphere for 30 minutes and when the theoretical amount of hydrogen had been absorbed, the mixture was filtered. The filtrate was evaporated to dryness and the residue was chromatographed over silica gel. Elution with an 8-2-1 ethyl acetate-benzene-triethylamine mixture yielded 4.1 g of 7-dimethylamino-6,7,8,9-tetrahydro [5H] benzocycloheptene.

Workup

  1. customwhen the theoretical amount of hydrogen had been absorbed
  2. filtrationthe mixture was filtered
  3. customThe filtrate was evaporated to dryness
  4. customthe residue was chromatographed over silica gel
  5. washElution with an 8-2-1 ethyl acetate-benzene-triethylamine mixture

Sources & evidence

ORD record
ord-67190c1bc9fe4862a4af33c88bc1dd26
Source dataset
uspto-grants-1978_05
Patent number
US04091115

Reaction notes

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