Hydrochloric Acid → HCID 66688046, compound

HRID 661581Notes

Reaction equation

HRID 661581 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C:10]([C:16]([C:18]2[S:19][C:20]([CH3:24])=[C:21]([Cl:23])[CH:22]=2)=[O:17])([CH2:13][CH2:14][CH3:15])[CH2:9]1)=O)(C)(C)C.CO.ClCCl.Cl>CCOCC>[ClH:23].[Cl:23][C:21]1[CH:22]=[C:18]([C:16]([C:10]2([CH2:13][CH2:14][CH3:15])[CH2:11][CH2:12][NH:8][CH2:9]2)=[O:17])[S:19][C:20]=1[CH3:24]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6344DichloromethaneHCID 58017289HCID 58017289, compound

Product 1

HCID 66688046HCID 66688046, compoundYield 194.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 3-(4-chloro-5-methyl-thiophene-2-carbonyl)-3-propyl-pyrrolidine-1-carboxylic acid tert-butyl ester (0.16 g, 0.43 mmoles) in a mixed solvent of methanol and dichloromethane (3 ml/3 ml) was added a solution of hydrochloride acid in anhydrous ether (1M, 10 ml). The solution was stirred at room temperature over night, and concentrated under reduced pressure. The residue was triturated with hexanes and diethyl ether to yield (4-chloro-5-methyl-thiophen-2-yl)-(3-propyl-pyrrolidin-3-yl)-methanone hydrochloride as solid (0.129 g, 97%). [M+H]+: 272

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was triturated with hexanes and diethyl ether

Sources & evidence

ORD record
ord-9817e2d5b51d44bba56149ce9052a6f1
Source dataset
uspto-grants-2011_12
Patent number
US08084623B2

Reaction notes

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