Sulfuric Acid → Butanedioic acid, (trifluoroacetyl)-, diethyl ester

HRID 973745Notes

Reaction equation

HRID 973745 reaction equation
[C:1]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[F:13][C:14]([F:21])([F:20])[C:15](OCC)=[O:16].[Na].S(=O)(=O)(O)O>CCOCC>[F:13][C:14]([F:21])([F:20])[C:15](=[O:16])[CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:2][C:1]([O:10][CH2:11][CH3:12])=[O:9]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 9794Ethyl trifluoroacetateHCID 31249Diethyl SuccinateHCID 5360545Sodium

Product 1

HCID 11346247Butanedioic acid, (trifluoroacetyl)-, diethyl ester

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
80 °C

Procedure

200 g of diethyl succinate and 82 g of ethyl trifluoroacetate were mixed together and 13.2 g of sodium and 200 ml of ether were added over 5 minutes. The reaction medium was heated for 18 hours at 80° C., and then poured into 200 ml of iced 10N sulfuric acid. After decanting, drying and concentrating, the expected product was obtained which was used as is for the following step.

Workup

  1. customAfter decanting
  2. customdrying
  3. concentrationconcentrating

Sources & evidence

ORD record
ord-78fb0eaa1cd74dbc83c1420afc01392d
Source dataset
uspto-grants-1991_11
Patent number
US05064861

Reaction notes

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