Chloroacetone → HCID 19851433, compound

HRID 1606896Notes

Reaction equation

HRID 1606896 reaction equation
[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([O-:7])=[O:6].[K+].Cl[CH2:14][C:15](=[O:17])[CH3:16].C(OCC)(=O)C>CN(C)C=O.[Cl-].[Na+].O>[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([O:7][CH2:14][C:15]([CH3:16])=[O:17])=[O:6]

Participants

6

Reactant 3

HCID 6571ChloroacetoneHCID 8857Ethyl AcetateHCID 23696241HCID 23696241, compound

Product 1

HCID 19851433HCID 19851433, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A mixture of potassium 2-hydroxymethylbenzoate (9.45 g) and chloroacetone (5 ml) in dry dimethylformamide (100 ml) was stirred for 3 hours at room temperature. Ethyl acetate and brine were then added and the organic layer, after further washing with water, was dried and evaporated to obtain acetonyl 2-hydroxymethylbenzoate (10 g) as a white powder. A solution of this material (1 g) in dimethylformamide (20 ml) was stirred for 3 hours in the presence of tert-butyldiphenylsilylchloride (2.32 ml) and imidazole (0.864 g).

Workup

  1. washthe organic layer, after further washing with water
  2. customwas dried
  3. customevaporated

Sources & evidence

ORD record
ord-7430a76c542d4bebb880f48b25aa8150
Source dataset
uspto-grants-1989_09
Patent number
US04863914

Reaction notes

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