Trifluoroacetic acid → Trifluoroacetate

HRID 977219Notes

Reaction equation

C(OC([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][CH:19]([C:21]([N:23]3[CH2:28][CH2:27][CH:26]([O:29][CH2:30][C:31]([O:33]C(C)(C)C)=[O:32])[CH2:25][CH2:24]3)=[O:22])[O:18][C:17]2=[O:38])=[CH:12][CH:11]=1)=O)(C)(C)C.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>>[NH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][CH:19]([C:21]([N:23]3[CH2:24][CH2:25][CH:26]([O:29][CH2:30][C:31]([OH:33])=[O:32])[CH2:27][CH2:28]3)=[O:22])[O:18][C:17]2=[O:38])=[CH:12][CH:11]=1.[F:39][C:40]([F:45])([F:44])[C:41]([O-:43])=[O:42]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 19965510HCID 19965510, compound

Product 2

HCID 84468Trifluoroacetate

HCID 19965575HCID 19965575, compound

Procedure

0.53 g of tert-butyl 2-{1-[3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperidyloxy}acetate is stirred in 10 ml of trifluoroacetic acid at room temperature. After customary workup, the crude product is triturated with ether and dried. 2-{1-[3-(4-aminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperidyloxy}acetic acid, trifluoroacetate, is obtained, FAB (M+1): 378.

Workup

customAfter customary workup, the crude product is triturated with ether
customdried

Sources & evidence

ORD record: ord-4f89616900c848708f6976d97ff5c8d5
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05614535

Reaction notes

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