Hydrochloric Acid → HCID 18477079, compound

HRID 2188211Notes

Reaction equation

HRID 2188211 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[C:10]([CH:21](C)[NH:22][CH2:23]C1C=CC=CC=1)[CH2:9][CH2:8]2)=[O:4].Cl>[Pd].CO>[C:15]1([CH:11]2[C:12]3[C:7](=[CH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:14][CH:13]=3)[CH2:8][CH2:9][CH:10]2[CH2:21][NH:22][CH3:23])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 70083499HCID 70083499, compound

Product 1

HCID 18477079HCID 18477079, compoundYield 106.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a mixture of 1-phenyl-2-[methyl(phenylmethyl)aminomethyl]-3,4-dihydronaphthalene-6-carboxylic acid methyl ester (4.20 g), methyl alcohol (120 cm3) and hydrochloric acid (5 M, 2.4 cm3) was added palladium on charcoal (5%, 500 mg). The resulting suspension was stirred at 50° C. under a hydrogen atmosphere (5 atm) for 18 h. Upon cooling the mixture was filtered through a pad of Dicalite® and the solvent was evaporated under reduced pressure to afford the title compound (3.49 g, 95%) as a white powder.

Workup

  1. temperatureUpon cooling the mixture
  2. filtrationwas filtered through a pad of Dicalite®
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-ea20934d9e8d4f52879bc7e048cf94c6
Source dataset
uspto-grants-2002_06
Patent number
US06410592B1

Reaction notes

Loading…