Acetyl chloride → HCID 136393673, compound

HRID 652787Notes

Reaction equation

HRID 652787 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:17]=[C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:19]=1[OH:20])[C:8](=[N:15][OH:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[C:25](Cl)(=[O:27])[CH3:26]>N1C=CC=CC=1>[C:25]([O:16][N:15]=[C:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:7]1[CH:17]=[C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:19]([OH:20])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=1)(=[O:27])[CH3:26]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 136393672HCID 136393672, compound

Product 1

HCID 136393673HCID 136393673, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.93 g of 3,5-di-t-butyl-4-hydroxybenzophenone oxime was dissolved in pyridine, and 0.28 g of acetyl chloride was added dropwise at room temperature. Thereafter, the mixture was stirred for 20 minutes. The reaction mixture was poured into ice water, extracted with benzene, washed with 4% HCl, water and a saturated aqueous solution of sodium bicarbonate, and dried. The solvent was distilled off, and the resulting crystals were recrystallized from ether/n-hexane to give 3,5-di-t-butyl-4-hydroxybenzophenone O-acetyloxime.

Workup

  1. extractionextracted with benzene
  2. washwashed with 4% HCl, water
  3. dry with materiala saturated aqueous solution of sodium bicarbonate, and dried
  4. distillationThe solvent was distilled off
  5. customthe resulting crystals were recrystallized from ether/n-hexane

Sources & evidence

ORD record
ord-daf62ca3326845e4b6d971a1956b07d6
Source dataset
uspto-grants-1987_06
Patent number
US04673692

Reaction notes

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