Ammonium Hydroxide → HCID 12876712, compound

HRID 1390103Notes

Reaction equation

HRID 1390103 reaction equation
C(O)(=O)C(O)=O.[O:7]([C:14]1[CH:30]=[CH:29][C:17]([CH2:18][CH:19]2[C:28]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=3[CH2:22][CH2:21][NH:20]2)=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[NH4+]>O>[O:7]([C:14]1[CH:30]=[CH:29][C:17]([CH2:18][CH:19]2[C:28]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=3[CH2:22][CH2:21][NH:20]2)=[CH:16][CH:15]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 23460100HCID 23460100, compound

Product 1

HCID 12876712HCID 12876712, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 0.4 g (0.001 mole) sample of the (±)-1-(p-phenoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline oxalate was suspended in water and the suspension was basified with conc. aqueous ammonium hydroxide. The aqueous suspension was extracted with diethyl ether (2×20 ml), and the ether solution was washed with water and dried (MgSO4). Removal of the solvent gave 0.3 g (97%) of (±)-1-(p-phenoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline. For analysis, a sample of this compound was distilled, bp 185°-195°. (0.1 mm Hg).

Workup

  1. extractionThe aqueous suspension was extracted with diethyl ether (2×20 ml)
  2. washthe ether solution was washed with water
  3. dry with materialdried (MgSO4)
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-7b1c0a6c0c6645b6ab8f0d5513b82552
Source dataset
uspto-grants-1981_01
Patent number
US04247697

Reaction notes

Loading…