Acetic Acid → HCID 57169821, compound

HRID 1858353Notes

Reaction equation

HRID 1858353 reaction equation
[O:1]1[C@@H:13]2[C@@:14]34[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:8]([C@@H:9]3[CH2:10][CH2:11][C@@H:12]2[O:20][C:21](=[O:33])[CH2:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)[CH2:7][C:6]2=[C:15]4[C:2]1=[C:3]([O:34][CH2:35][O:36]C)[CH:4]=[CH:5]2.[C:38](O)(=O)C>O>[C:35]([O:34][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][C@H:8]3[N:18]([CH3:19])[CH2:17][CH2:16][C@:14]45[C:15]=2[C:2]=1[O:1][C@H:13]4[C@@H:12]([O:20][C:21](=[O:33])[CH2:22][CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)[CH2:11][CH2:10][C@@H:9]35)(=[O:36])[CH3:38]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 56976128HCID 56976128, compound

Product 1

HCID 57169821HCID 57169821, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4,5α-Epoxy-3-methoxymethoxy-6α-(4-(4-methoxyphenyl)-butyryloxy)-17-methyl-morphinane (0.85 g, 1.67 mmol) is dissolved in water (35 ml) and glacial acetic acid (35 ml) and then stirred for 4 hours at 100° C. The volatile components are eliminated using a Rotavapor. The residue thus obtained is purified by flash chromatography (100 g silica gel; mobile phase: methylene chloride/methanol=7:1). The product is dissolved in a mixture of water and glacial acetic acid and lyophilised.

Workup

  1. customThe residue thus obtained
  2. customis purified by flash chromatography (100 g silica gel; mobile phase: methylene chloride/methanol=7:1)
  3. dissolutionThe product is dissolved in a mixture of water and glacial acetic acid

Sources & evidence

ORD record
ord-0b2c71204aa74d249f3996e8745df30f
Source dataset
uspto-grants-2000_11
Patent number
US06150524

Reaction notes

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