Formic Acid → 2-(4-Benzyloxy-2,6-dichloro-benzyl)-2-(2-oxo-ethyl)-malonic acid diethyl ester

HRID 1161768Notes

Reaction equation

HRID 1161768 reaction equation
[CH2:1]([O:3][C:4](=[O:34])[C:5]([CH2:17][C:18]1[C:23]([Cl:24])=[CH:22][C:21]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:20][C:19]=1[Cl:33])([CH2:11][CH:12](OC)[O:13]C)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].C(O)=O>CC(C)=O>[CH2:1]([O:3][C:4](=[O:34])[C:5]([CH2:17][C:18]1[C:23]([Cl:24])=[CH:22][C:21]([O:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[CH:20][C:19]=1[Cl:33])([CH2:11][CH:12]=[O:13])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 686483152-(4-Benzyloxy-2,6-dichloro-benzyl)-2-(2,2-dimethoxy-ethyl)-malonic acid diethyl ester

Product 1

HCID 866291152-(4-Benzyloxy-2,6-dichloro-benzyl)-2-(2-oxo-ethyl)-malonic acid diethyl ester

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2-(4-benzyloxy-2,6-dichloro-benzyl)-2-(2,2-dimethoxy-ethyl)-malonic acid diethyl ester (10.0 g, 18.5 mmol) (Preparation 9) in 95 mL of acetone, add 10 ml of formic acid. After 24 h, concentrate the reaction to 2-(4-benzyloxy-2,6-dichloro-benzyl)-2-(2-oxo-ethyl)-malonic acid diethyl ester as yellow oil product (6.7 g, 80%).

Workup

  1. concentrationconcentrate
  2. customthe reaction to 2-(4-benzyloxy-2,6-dichloro-benzyl)-2-(2-oxo-ethyl)-malonic acid diethyl ester as yellow oil product (6.7 g, 80%)

Sources & evidence

ORD record
ord-c510bb44fba846da80bc69ae1eaa98f3
Source dataset
uspto-grants-2010_10
Patent number
US07820659B2

Reaction notes

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