HCID 69152202, compound → Phenyl(1,2,3,4-tetrahydro-7-isoquinolinyl)methanone

HRID 2375352Notes

Reaction equation

HRID 2375352 reaction equation
C([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:15])=[CH:9][CH:10]=2)[CH2:5]1)(=O)C>Cl>[C:16]1([C:14]([C:8]2[CH:7]=[C:6]3[C:11]([CH2:12][CH2:13][NH:4][CH2:5]3)=[CH:10][CH:9]=2)=[O:15])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 1

HCID 69152202HCID 69152202, compound

Product 1

HCID 10492525Phenyl(1,2,3,4-tetrahydro-7-isoquinolinyl)methanoneYield 64.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

(2-Acetyl-1,2,3,4-tetrahydroisoquinolin-7-yl)-(phenyl)methanone (11.10 mmol, 3.10 g) was heated in hydrochloric acid (7 M, 250 ml) to reflux for 6 h. The resulting mixture was concentrated, made alkaline with sodium hydroxide solution and extracted with ethyl acetate. Drying of the organic phase and concentration resulted in 1.7 g of the title compound as a brown oil.

Workup

  1. temperatureto reflux for 6 h
  2. concentrationThe resulting mixture was concentrated
  3. extractionextracted with ethyl acetate
  4. customDrying of the organic phase and concentration

Sources & evidence

ORD record
ord-540b3ff132a94c1082cea56747d09116
Source dataset
uspto-grants-2008_12
Patent number
US07465744B2

Reaction notes

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