Acetic Anhydride → HCID 3046378, compound

HRID 616037Notes

Reaction equation

HRID 616037 reaction equation
Br.[CH2:2]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([OH:18])[CH:12]=2)[CH2:6]1)[CH2:3][CH3:4].[C:19]([O-:22])(=O)[CH3:20].[Na+].[C:24](OC(=O)C)(=[O:26])[CH3:25]>>[CH2:2]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17][C:24](=[O:26])[CH3:25])=[C:13]([O:18][C:19](=[O:22])[CH3:20])[CH:12]=2)[CH2:6]1)[CH2:3][CH3:4]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 30463764-(1-Propylpiperidin-3-yl)benzene-1,2-diol--hydrogen bromide (1/1)

Product 1

HCID 3046378HCID 3046378, compound

Procedure

A suspension of 3.5 g of N-propyl-3-(3',4'-dihydroxyphenyl)-piperidine hydrobromide in 40 ml of acetic acid anhydride was stirred with 3.5 g of sodium acetate for 3 hours at 20° C and the mixture was then filtered. The filtrate was evaporated to dryness and the residue was taken up in a water-ethyl acetate mixture. The mixture was made alkaline with sodium bicarbonate addition and the organic phase was recovered by decanting. The organic phase was washed with water, dried and evaporated to dryness to obtain 3.3 g of N-propyl-3-(3',4'-diacetoxyphenyl)-piperidine.

Workup

  1. filtrationthe mixture was then filtered
  2. customThe filtrate was evaporated to dryness
  3. additionwith sodium bicarbonate addition
  4. customthe organic phase was recovered
  5. customby decanting
  6. washThe organic phase was washed with water
  7. customdried
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-141b5958b6c347e685cbdb21ac8ed062
Source dataset
uspto-grants-1978_02
Patent number
US04072685

Reaction notes

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