Thionyl Chloride → HCID 23091655, compound

HRID 272914Notes

Reaction equation

HRID 272914 reaction equation
[N:1]1([CH:6]([CH3:10])[CH2:7][CH2:8]O)[CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:13])=O>C(Cl)Cl>[ClH:13].[Cl:13][CH2:8][CH2:7][CH:6]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:10]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 100120193-(Pyrrolidin-1-yl)butan-1-ol

Product 1

HCID 23091655HCID 23091655, compoundYield 100.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
2.5 °C

Procedure

3-Pyrrolidin-1-yl-butan-1-ol (1.0 g, 7 mmol) was dissolved in DCM (20 ml). The reaction was cooled to 0-5° C. and thionyl chloride (1.65 g, 14 mmol) was added slowly. The reaction was allowed to warm to room temperature and stirred overnight. The reaction was concentrated in vacuo and azeotroped with DCM (20 ml) to give the title compound (1.4 g, 100%) as a brown oil.

Workup

  1. temperatureto warm to room temperature
  2. concentrationThe reaction was concentrated in vacuo
  3. customazeotroped with DCM (20 ml)

Sources & evidence

ORD record
ord-d8b7f112d61f4bafbed1a8cb727954e9
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

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