Ethanol → HCID 12909379, compound

HRID 1763630Notes

Reaction equation

HRID 1763630 reaction equation
Br[C:2]1[CH:3]=[C:4]2[N:10]([C:11]=1Br)[CH2:9][CH2:8][C:7]1[CH:13]=[CH:14][CH:15]=[CH:16][C:6]=1[C:5]2=[O:17].C(O)C.[H][H]>[Pd].C(N(CC)CC)C>[CH:3]1[CH:2]=[CH:11][N:10]2[CH2:9][CH2:8][C:7]3[CH:13]=[CH:14][CH:15]=[CH:16][C:6]=3[C:5](=[O:17])[C:4]=12

Participants

6

Reactant 3

HCID 702EthanolHCID 13152853HCID 13152853, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12909379HCID 12909379, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8471TriethylamineSolvent

Procedure

A suspension of 25 g. (0.070 mole) of 2,3-dibromo-6,11-dihydro-5H-pyrrolo[2,1-b][3]benzazepin-11-one in 200 ml. ethanol containing 25 ml. of triethylamine and 1 gm. of 10% Pd on charcoal was hydrogenated under 3 atmospheres of hydrogen to yield 6,11-dihydro-5H-pyrrolo[2,1-b][3]benzazepin-11-one, m.p. 54°-55° C. after removal of catalyst, recrystallization from petroleum ether and drying under vacuum. The same compound is also obtained by hydrogenolysis of the 2,3-dichloro ketone and the 1,2,3-tribromoketone.

Workup

  1. additionA suspension of 25 g

Sources & evidence

ORD record
ord-57989056b4c9483e96770b49046de56d
Source dataset
uspto-grants-1978_09
Patent number
US04112112

Reaction notes

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