Chloride → HCID 131729321, compound

HRID 657616Notes

Reaction equation

HRID 657616 reaction equation
O[CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][C@@H:9]([CH3:11])[CH2:8][C@H:7]([CH3:12])[CH2:6]1.[Cl-:13]>ClCCl>[ClH:13].[Cl:13][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][C@@H:9]([CH3:11])[CH2:8][C@H:7]([CH3:12])[CH2:6]1

Participants

4

Reactant 2

HCID 312ChlorideHCID 26722617(3S,5S)-1-(3-hydroxypropyl)-3,5-dimethylpiperidine

Product 1

HCID 131729321HCID 131729321, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of (3S,5S)-1-(3-hydroxypropyl)-3,5-dimethylpiperidine (1.91 g), thionyle chloride (0.96 mL) and dichloromethane (10 mL) is stirred at room temperature for 5 h, concentrated under reduced pressure and triturated in diethyl oxide to give 2.0 g of (3S,5S)-1-(3-chloropropyl)-3,5-dimethylpiperidine, hydrochloride as a beige powder used without further purification.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customtriturated in diethyl oxide

Sources & evidence

ORD record
ord-1485de305c5e463e851d5e66faba1a5a
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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