Trifluoroacetic acid → 4-(2-Ethoxycarbonyloxy-1-fluoro-ethylidene)-piperidine

HRID 15500Notes

Reaction equation

HRID 15500 reaction equation
[OH:1][C:2]([C:4]([F:7])(F)F)=O.ClC(=[C:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)C=C.ClC(=C1CCN([C:28]([O:30][C:31](C)(C)[CH3:32])=[O:29])CC1)C=C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:31]([O:30][C:28]([O:1][CH2:2][C:4](=[C:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1)[F:7])=[O:29])[CH3:32]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 58804084HCID 58804084, compoundHCID 86041788HCID 86041788, compound

Product 1

HCID 588041014-(2-Ethoxycarbonyloxy-1-fluoro-ethylidene)-piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(1-Chloro-2-propenylidene)piperidine TFA salt (110; Scheme XXIX) To compound 109 (0.1415 g, 0.5489 mmol) in CH2Cl2 (5 mL) was added TFA (0.55 mL, 7.1 mmols) and the mixture stirred for 3 hrs whereupon all volatile materials were removed in vacuo. The crude title compound so obtained was used without further purification. MS 158 (M+H).

Workup

  1. customwere removed in vacuo

Sources & evidence

ORD record
ord-1ac34c4b8473482ea799211c0cc865a0
Source dataset
uspto-grants-2010_06
Patent number
US07732612B2

Reaction notes

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