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Hydrochloric Acid → HCID 23324906, compound

HRID 464734
Notes
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Reaction equation

HRID 464734 reaction equation
C[O:2][C:3](=[O:22])[CH2:4][CH2:5][CH:6]1[CH:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[CH2:9][C:8](=[O:21])[NH:7]1.C([O:25]C(=O)CCC1CCCN1)C.Cl>[OH-].[Na+]>[O:22]=[C:3]1[NH:7][CH:6]([CH:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[CH2:9][C:8]([OH:25])=[O:21])[CH2:5][CH2:4]1.[O:21]=[C:8]1[NH:7][CH:6]([CH2:5][CH2:4][C:3]([OH:22])=[O:2])[CH:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:18])[F:19])=[CH:13][CH:12]=2)[CH2:9]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 21600119Ethyl 2-pyrrolidinepropanoateHCID 54267983HCID 54267983, compound

Product 2

HCID 23324906HCID 23324906, compoundHCID 23324907HCID 23324907, compound

Reagents, catalysts & solvents 1

HCID 14798
Sodium Hydroxide
Solvent

Procedure

A solution of 93.4 g of 5-oxo-3-[4-(trifluoromethyl)phenyl]-2-pyrrolidinepropanoic acid methyl ester and 5-oxo-β-[4-trifluoromethyl)phenyl]-2-pyrrolidinepropanoic acid ethyl ester in aqueous sodium hydroxide solution (1 N, 370 ml) is heated to 60° C. for four hours. Excess aqueous hydrochloric acid (1 N, 370 ml) is added and the solution is con25 centrated under reduced pressure to give 5-oxo-β-[4-(trifluoromethyl)phenyl]-2-pyrrolidinepropanoic acid and 5-oxo-3-[4-(trifluoromethyl)phenyl]-2-pyrrolidinepropanoic acid.

Sources & evidence

ORD record
ord-71ceecc074e44e2084aefb7cd093ea9f
Source dataset
uspto-grants-1985_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04548947

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes