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Trifluoroacetic acid → 4-(3,4-Dimethyl-phenyl)-3,3-bis-ethoxycarbonyl-butanoic acid

HRID 644365
Notes
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Reaction equation

HRID 644365 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([C:24]([O:26][CH2:27][CH3:28])=[O:25])([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[CH:5]=[CH:6][C:7]=1[CH3:8].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[CH3:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68581313Tert-butyl 4-(3,4-dimethyl-phenyl)-3,3-bis-ethoxycarbonyl-butanoate

Product 1

HCID 685789934-(3,4-Dimethyl-phenyl)-3,3-bis-ethoxycarbonyl-butanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 11.6 g (29.5 mmol) tert-butyl 4-(3,4-dimethyl-phenyl)-3,3-bis-ethoxycarbonyl-butanoate and 100 mL DCM was combined with 20 mL TFA, the reaction mixture was stirred for 3 h at RT and evaporated down under reduced pressure.

Workup

  1. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-c4135609634341fd88e5448e362da702
Source dataset
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07700589B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes