Trifluoroacetic acid → (+/-)-1-[3-(benzoylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid

HRID 1856083Notes

Reaction equation

HRID 1856083 reaction equation
[C:1]([S:9][CH2:10][CH:11]([CH3:26])[C:12]([N:14]1[CH2:18][CH2:17][CH:16]=[C:15]1[C:19]([O:21]C(C)(C)C)=[O:20])=[O:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>>[C:1]([S:9][CH2:10][CH:11]([CH3:26])[C:12]([N:14]1[CH2:18][CH2:17][CH:16]=[C:15]1[C:19]([OH:21])=[O:20])=[O:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 86737144HCID 86737144, compound

Product 1

HCID 23347609(+/-)-1-[3-(benzoylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid

Procedure

The t-butyl ester product from part (a) is treated with anisole and trifluoroacetic acid according to the procedure of Example 1(c) to yield (±)-1-[3-(benzoylthio)-2-methyl-1-oxopropyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid.

Sources & evidence

ORD record
ord-7cec2a731aa14cbcb1a1166d0516b9f9
Source dataset
uspto-grants-1980_08
Patent number
US04217458

Reaction notes

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