Hydrochloric Acid → 4-(3-(4-(Trifluoromethyl)phenoxy)benzylidene)piperidine hydrochloride

HRID 1666426Notes

Reaction equation

HRID 1666426 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:29]=[CH:28][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=2)[CH:11]=[C:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)=[CH:5][CH:4]=1.[ClH:32].O1CCOCC1>C(Cl)Cl>[ClH:32].[F:31][C:2]([F:1])([F:30])[C:3]1[CH:4]=[CH:5][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=2)[CH:11]=[C:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86623904HCID 86623904, compound

Product 1

HCID 668757324-(3-(4-(Trifluoromethyl)phenoxy)benzylidene)piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-(3-(4-(trifluoromethyl)phenoxy)benzylidene)piperidine-1-carboxylate (1.75 g, 4.0 mmol) from Step 4 was dissolved in CH2Cl2 (15 mL) and treated with HCl in dioxane (7.0 mL, 4.0 M, 28 mmol). After 16 h the reaction was concentrated in vacuo to provide the title compound as a white solid (1.49 g).

Workup

  1. concentrationAfter 16 h the reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-6846325abc1045dc9f06324d7ed6e38f
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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