Acetyl chloride → Methyl 4-(piperidin-2-yl)butanoate hydrochloride

HRID 1881682Notes

Reaction equation

HRID 1881682 reaction equation
C([Cl:4])(=O)C.[CH3:5][O:6][C:7](=[O:24])[CH2:8][CH2:9][CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][N:12]1C(OC(C)(C)C)=O>CO>[ClH:4].[NH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH:11]1[CH2:10][CH2:9][CH2:8][C:7]([O:6][CH3:5])=[O:24]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 57904248Tert-butyl 2-(4-methoxy-4-oxobutyl)piperidine-1-carboxylate

Product 1

HCID 66772062Methyl 4-(piperidin-2-yl)butanoate hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetyl chloride was slowly added dropwise to a solution of tert-butyl 2-(4-methoxy-4-oxobutyl)piperidine-1-carboxylate (3) (25.67 g, 89.9 mmol) in methanol. The reaction mixture was stirred at room temperature for 5 h. The complete reaction was checked by means of TLC. When the reaction was complete, the reaction mixture was concentrated under reduced pressure to obtain methyl 4-(piperidine-2-yl)butanoate hydrochloride (4) (20.14 g, 100%).

Workup

  1. customThe complete reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3609fd042a8b433fad0ebe890b2cccec
Source dataset
uspto-grants-2012_11
Patent number
US08318769B2

Reaction notes

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