Hydrochloric Acid → 946593-09-5

HRID 1016129Notes

Reaction equation

HRID 1016129 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2(O)[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)[CH:6]=[CH:7][C:8]=1[Cl:9]>>[ClH:2].[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH:11]=2)[CH:6]=[CH:7][C:8]=1[Cl:9]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 49760236tert-Butyl 4-(3,4-dichlorophenyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 67299387946593-09-5Yield 139.5%

Procedure

HCl (conc., 1.5 mL) was slowly added to a flask containing tert-butyl 4-(3,4-dichlorophenyl)-4-hydroxypiperidine-1-carboxylate (200 mg, 0.58 mmol). The mixture was stirred at rt for 30 mins, heated to 90° C. for 5 h and then cooled overnight. The resulting precipitate was collected by filtration to give 4-(3,4-dichlorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride (107 mg, 70% yield). MS found: 215.6 (M+).

Workup

  1. temperatureheated to 90° C. for 5 h
  2. temperaturecooled overnight
  3. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-495a0ad1e9604994b1d1bbed0e9f6671
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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