Hydrochloric Acid → (+)-5-[[(2R, 4S)-4-hydroxy-1-(4-methoxyphenethyl) pyrrolidin-2-yl]methyl]-5,11-dihydrodibenzo-[b,e][1,4]oxazepine hydrochloride

HRID 365337Notes

Reaction equation

HRID 365337 reaction equation
[OH:1][C@@H:2]1[CH2:6][N:5]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C@@H:4]([CH2:17][N:18]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[CH2:22][O:21][C:20]3[CH:29]=[CH:30][CH:31]=[CH:32][C:19]2=3)[CH2:3]1.CCOCC.[ClH:38]>ClCCl>[ClH:38].[OH:1][C@@H:2]1[CH2:6][N:5]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C@@H:4]([CH2:17][N:18]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[CH2:22][O:21][C:20]3[CH:29]=[CH:30][CH:31]=[CH:32][C:19]2=3)[CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 15481940(+)-5-[[(2R,4S)-4-hydroxy-1-(4-methoxyphenethyl)pyrrolidin-2-yl]methyl]-5,11-dihydrodibenzo[b,e][1,4]oxazepine

Product 1

HCID 86755871(+)-5-[[(2R, 4S)-4-hydroxy-1-(4-methoxyphenethyl) pyrrolidin-2-yl]methyl]-5,11-dihydrodibenzo-[b,e][1,4]oxazepine hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

630 mg (1.46 mmol) of (+)-5-[[(2R,4S)-4-hydroxy-1-(4-methoxyphenethyl)pyrrolidin-2-yl]methyl]-5,11-dihydrodibenzo[b,e][1,4]oxazepine in 5 ml of dichloromethane was treated with 0.5 ml of ether saturated with hydrogen chloride and the mixture was concentrated in vacuo. the residue was recrystalized from acetone-ether to give 690 mg (100%) of (+)-5-[[(2R, 4S)-4-hydroxy-1-(4-methoxyphenethyl)pyrrolidin-2-yl]methyl]-5,11-dihydrodibenzo[b,e][1,4]oxazepine hydrochloride as colorless prisms.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customthe residue was recrystalized from acetone-ether

Sources & evidence

ORD record
ord-b1d25a32ab1b48d6871b0e3a1878acf3
Source dataset
uspto-grants-2000_10
Patent number
US06127361

Reaction notes

Loading…