1,4-Dioxane hydrochloride → 1-(3-Chloro-2-fluorobenzoyl)piperazine hydrochloride

HRID 1172447Notes

Reaction equation

HRID 1172447 reaction equation
[Cl:1][C:2]1[C:3]([F:23])=[C:4]([CH:20]=[CH:21][CH:22]=1)[C:5]([N:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)=[O:6].Cl.O1CCOCC1>CO>[ClH:1].[Cl:1][C:2]1[C:3]([F:23])=[C:4]([CH:20]=[CH:21][CH:22]=1)[C:5]([N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)=[O:6]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 57562582Tert-butyl 4-(3-chloro-2-fluorobenzoyl)piperazine-1-carboxylate

Product 1

HCID 686779601-(3-Chloro-2-fluorobenzoyl)piperazine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 35.1 g of tert-butyl 4-(3-chloro-2-fluorobenzoyl)piperazine-1-carboxylate and 50 ml of methanol was added a hydrochloric acid-1,4-dioxane solution (4 M, 100 ml) followed by stirring at room temperature for 2.5 hours. The reaction mixture was concentrated in vacuo and the residue was suspended in diethyl ether, filtered and collected to give the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. filtrationfiltered
  3. customcollected

Sources & evidence

ORD record
ord-53a6ea84fea047dd91abeb6846450255
Source dataset
uspto-grants-2010_11
Patent number
US07834018B2

Reaction notes

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