Ammonium Hydroxide → HCID 13100580, compound

HRID 1758501Notes

Reaction equation

HRID 1758501 reaction equation
C([C@H]([C@@H](C(O)=O)O)O)(O)=O.[C:11]([C:14]1[CH:27]=[CH:26][C:25]2[C@:24]34[CH2:28][CH2:29][N:30]([CH3:31])[C@@H:18]([C@@H:19]3[CH2:20][CH2:21][CH2:22][CH2:23]4)[CH2:17][C:16]=2[CH:15]=1)(=[O:13])[CH3:12].[OH-].[NH4+]>O>[C:11]([C:14]1[CH:27]=[CH:26][C:25]2[C@:24]34[CH2:28][CH2:29][N:30]([CH3:31])[C@@H:18]([C@@H:19]3[CH2:20][CH2:21][CH2:22][CH2:23]4)[CH2:17][C:16]=2[CH:15]=1)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 13100584HCID 13100584, compound

Product 1

HCID 13100580HCID 13100580, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(-)-2-Acetyl-N-methylmorphinan d-tartrate 0.25 g was suspended in water and made basic with concentrated ammonium hydroxide. The resulting suspension was extracted with ether. The combined ether extracts were washed with water and dried over magnesium sulfate. Removal of the solvent gave the crude (-)-2-acetyl-N-methylmorphinan. For analysis, this compound was distilled, bp 175°-180° (0.1 mm), [α]25D-55.67° (c 1.04, MeOH).

Workup

  1. extractionThe resulting suspension was extracted with ether
  2. washThe combined ether extracts were washed with water
  3. dry with materialdried over magnesium sulfate
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-8e88717b38c442c2a8020ce8b79b1c91
Source dataset
uspto-grants-1983_02
Patent number
US04374139

Reaction notes

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