Methanol → Methyl 4-(piperidin-4-yl)butanoate hydrochloride

HRID 511170Notes

Reaction equation

HRID 511170 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH2:3][CH2:2]1.S(Cl)([Cl:15])=O.[CH3:17]O>>[ClH:15].[CH3:17][O:11][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][CH:4]1[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 51677024-(Piperidin-4-yl)butanoic acid

Product 1

HCID 66672062Methyl 4-(piperidin-4-yl)butanoate hydrochloride

Procedure

To a solution of 4-piperidin-4-yl-butyric acid (1.1 g; 5.30 mmol) in methanol (5 mL) is added thionylchloride (0.69 g; 5.80 mmol) and the reaction mixture is stirred at room temperature for 2 hours. All volatiles are then removed under high vacuum and the resulting residue triturated with diethyl ether, sucked to dryness and washed (diethyl ether) to afford the desired compound (1.06 g; 4.8 mmol).

Workup

  1. customAll volatiles are then removed under high vacuum
  2. customthe resulting residue triturated with diethyl ether
  3. washwashed (diethyl ether)

Sources & evidence

ORD record
ord-c08361db31f94f05b13cf399e4fc510d
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

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