Trifluoroacetic acid → 4-(4-Chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol

HRID 2105950Notes

Reaction equation

HRID 2105950 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:21])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:4][C:3]=1[C:22]([F:25])([F:24])[F:23].FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:21])[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)=[CH:4][C:3]=1[C:22]([F:25])([F:23])[F:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67343381Tert-butyl 4-(4-chloro-3-(trifluoromethyl)phenyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 891074-(4-Chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

According to Preparation 2: Tert-butyl 4-[4-chloro-3-(trifluoromethyl)phenyl]-4-hydroxypiperidine-1-carboxylate (4.3 g, 11.3 mmol, methylen chloride (30 ml), trifluoroacetic acid (4.5 ml). Yield: 1.4 g. MS m/z (rel. intensity, 70 eV) 279 (M+, 28), 263 (38), 262 (30), 261 (bp), 260 (52).

Workup

  1. customAccording to Preparation 2

Sources & evidence

ORD record
ord-116c1ff97fcb433b8aa81807769a9adc
Source dataset
uspto-grants-2009_08
Patent number
US07579474B2

Reaction notes

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