Hydrochloric Acid → 3-[(2,2-Difluoro-1,3-benzodioxol-5-yl)methyl]-piperidine

HRID 1909081Notes

Reaction equation

HRID 1909081 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][C:15]2[CH:25]=[CH:24][C:18]3[O:19][C:20]([F:23])([F:22])[O:21][C:17]=3[CH:16]=2)[CH2:9]1)=O)(C)(C)C.Cl>C(Cl)Cl>[F:23][C:20]1([F:22])[O:19][C:18]2[CH:24]=[CH:25][C:15]([CH2:14][CH:10]3[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]3)=[CH:16][C:17]=2[O:21]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 673899963-(2,2-Difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 673906353-[(2,2-Difluoro-1,3-benzodioxol-5-yl)methyl]-piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(2,2-difluoro-benzo[1,3]dioxol-5-ylmethyl)-piperidine-1-carboxylic acid tert-butyl ester (1.0 g, 2.8 mmol) in CH2Cl2 (11 mL) was added HCl (4 M in dioxane, 4.2 mL, 16.9 mmol). The reaction mixture was stirred at r.t. overnight and then concentrated to give 3-[(2,2-difluoro-1,3-benzodioxol-5-yl)methyl]-piperidine as the hydrochloride salt (791 mg, 96%). The crude product was used without further purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-85fa0996fcde4d3e9e18c7aa35dd9862
Source dataset
uspto-grants-2013_12
Patent number
US08598356B2

Reaction notes

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