Benzoyl chloride → HCID 12286684, compound

HRID 1580152Notes

Reaction equation

HRID 1580152 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:17][CH:12]([N:13]([CH3:16])[CH:14]2[CH3:15])[CH2:11][CH2:10][CH2:9]3)[CH:5]=[CH:6][CH:7]=1.[C:18]([Cl:26])(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>N1C=CC=CC=1.C1C=CC=CC=1>[ClH:26].[C:18]([O:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:17][CH:12]([N:13]([CH3:16])[CH:14]2[CH3:15])[CH2:11][CH2:10][CH2:9]3)[CH:5]=[CH:6][CH:7]=1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 2

HCID 7412Benzoyl chlorideHCID 3045735HCID 3045735, compound

Product 1

HCID 12286684HCID 12286684, compoundYield 76.4%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 1049PyridineSolvent

Procedure

0.35 g of 1-(3-hydroxyphenyl)-6,7-dimethyl-6-azabicyclo [3,2,1]octane is dissolved in 4 ml of pyridine, and a solution of 0.28 g of benzoyl chloride in 2 ml of benzene is added thereto under ice-cooling. The mixture is stirred for 45 minutes. Then, the mixture is concentrated under reduced pressure. The residue thus obtained is washed with ether and then recrystallized from a mixture of ethylacetate and acetone. 0.43 g of 1-(3-benzoyloxyphenyl)-6,7-dimethyl-6-azabicyclo[3,2,1]octane hydrochloride is obtained. M.p. 207° - 209°C.

Workup

  1. temperatureunder ice-cooling
  2. concentrationThen, the mixture is concentrated under reduced pressure
  3. customThe residue thus obtained
  4. washis washed with ether
  5. customrecrystallized from a mixture of ethylacetate and acetone

Sources & evidence

ORD record
ord-3cca65b905c44c1f84596160b2909c27
Source dataset
uspto-grants-1976_01
Patent number
US03932429

Reaction notes

Loading…