Hydrochloric Acid → 1-Benzyl-4-thiophen-3-yl-piperidine-3-carboxylic acid

HRID 1013385Notes

Reaction equation

HRID 1013385 reaction equation
C([O:3][C:4]([CH:6]1[CH:11]([C:12]2[CH:16]=[CH:15][S:14][CH:13]=2)[CH2:10][CH2:9][N:8]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:7]1)=[O:5])C.Cl>>[CH2:17]([N:8]1[CH2:9][CH2:10][CH:11]([C:12]2[CH:16]=[CH:15][S:14][CH:13]=2)[CH:6]([C:4]([OH:5])=[O:3])[CH2:7]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 672060121-Benzyl-4-thiophen-3-yl-piperidine-3-carboxylic acid ethyl ester

Product 1

HCID 672078231-Benzyl-4-thiophen-3-yl-piperidine-3-carboxylic acid

Procedure

The product from step c) (4.5 g, 13.7 mmol) was treated with 4 M HCl at 100° C. for 16 hours. Next, the reaction was evaporated to dryness, azeotrope with toluene (2×50 ml) and placed on the high vacuum to give the subtitle compound that was used without further purification. MS calculated for C17H19NO2S−H 300, observed 300.

Workup

  1. customNext, the reaction was evaporated to dryness, azeotrope with toluene (2×50 ml)

Sources & evidence

ORD record
ord-ff414e11e6a44383a99d8dd5ae4ab3e8
Source dataset
uspto-grants-2011_07
Patent number
US07981919B2

Reaction notes

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