Thionyl Chloride → HCID 55298634, compound

HRID 1255854Notes

Reaction equation

HRID 1255854 reaction equation
S(Cl)([Cl:3])=O.[F:5][C@H:6]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][CH2:13]O)[CH2:7]1>>[Cl:3][CH2:13][CH2:12][CH2:11][N:8]1[CH2:9][CH2:10][C@H:6]([F:5])[CH2:7]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 68776394HCID 68776394, compound

Product 1

HCID 55298634HCID 55298634, compoundYield 62.2%

Conditions

Temperature
50 °C

Procedure

0.143 g (1.2 mmol) of thionyl chloride was added to a solution (ice bath) of 0.143 g (1.0 mmol) of 3-[(3S)-3-fluoropyrrolidin-1-yl]propan-1-ol. The reaction mixture was stirred for 2 h at 50° C. and concentrated in vacuo to give 0.103 g (50%, 3 steps) of (3S)-1-(3-chloropropyl)-3-fluoropyrrolidine.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a0a06c3d34a743e5a74db4db92a13ce0
Source dataset
uspto-grants-2013_06
Patent number
US08461162B2

Reaction notes

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