Sodium Hydroxide → HCID 53994224, compound

HRID 1649634Notes

Reaction equation

HRID 1649634 reaction equation
[OH-:1].[Na+].[CH2:3]([O:6][N:7]=[C:8]([C:12]1[C:13](=[O:27])[CH2:14][CH2:15][CH:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[C:17]=1[OH:18])[CH2:9][CH2:10][CH3:11])[CH:4]=[CH2:5]>CC(C)=O>[CH2:3]([O:6][N:7]=[C:8]([C:12]1[C:13](=[O:27])[CH2:14][CH2:15][CH:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[C:17]=1[O:18][C:8](=[O:1])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:9][CH2:10][CH3:11])[CH:4]=[CH2:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136056433HCID 136056433, compound

Product 1

HCID 53994224HCID 53994224, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Aqueous 1% sodium hydroxide (14 ml) was added to a stirred solution of 2-[1-(allyloxyimino)-n-butyl]-3-hydroxy-4-(4-methoxyphenyl)-cyclohex-2-en-1-one (1.2 g) in acetone (150 ml). The mixture was stirred at ambient temperature for 5 minutes and then benzoyl choloride (0.5 g) was added dropwise. After 30 minutes, the mixture was evaporated in vacuo and the residue purified on a silica gel column using 10% v/v diethyl ether- methylene chloride as eluant to give the title compound (1 g) as a colourless oil.

Workup

  1. additionbenzoyl choloride (0.5 g) was added dropwise
  2. waitAfter 30 minutes
  3. customthe mixture was evaporated in vacuo
  4. customthe residue purified on a silica gel column

Sources & evidence

ORD record
ord-cda4d7d762e24aa5bd1684302cc228d9
Source dataset
uspto-grants-1990_05
Patent number
US04921524

Reaction notes

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