Benzoic Acid → Ethyl 4-(benzyloxy)-3-oxobutanoate

HRID 2413990Notes

Reaction equation

HRID 2413990 reaction equation
Cl[CH2:2][C:3](=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:11](O)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:11]([O:18][CH2:2][C:3](=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 8471TriethylamineHCID 69484Ethyl 4-chloroacetoacetate

Product 1

HCID 9813448Ethyl 4-(benzyloxy)-3-oxobutanoate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

71 ml of ethyl 4-chloro-3-oxobutyrate are reacted with 121.4 g of benzoic acid and 132 ml of triethylamine in 1 l of toluene by the procedure described in Example 4. After removal of the solvent by distillation, the residue is a virtually pure product.

Workup

  1. customAfter removal of the solvent
  2. distillationby distillation

Sources & evidence

ORD record
ord-24ad28a59a1a41bfb405481bb6a228b3
Source dataset
uspto-grants-1988_01
Patent number
US04720572

Reaction notes

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