Thionyl Chloride → 1310729-90-8

HRID 1969574Notes

Reaction equation

HRID 1969574 reaction equation
[F:1][C:2]1([F:10])[CH2:5][CH:4]([S:6]([O-])(=[O:8])=[O:7])[CH2:3]1.[K+].S(Cl)([Cl:14])=O>CN(C=O)C>[F:1][C:2]1([F:10])[CH2:5][CH:4]([S:6]([Cl:14])(=[O:8])=[O:7])[CH2:3]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 86660435HCID 86660435, compound

Product 1

HCID 585574261310729-90-8Yield 100.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Conditions

Temperature
60 °C

Procedure

To a suspension of potassium 3,3-difluorocyclobutane-1-sulfonate (0.250 g, 1.189 mmol) in thionyl chloride (2.60 mL, 35.7 mmol) was added DMF (3 drops). The reaction was heated to about 60° C. for about 21 h. The solvent was removed under reduced pressure and the residue was used in the next reaction without further workup or purification to afford crude 3,3-difluorocyclobutane-1-sulfonyl chloride (0.227 g, 100%) as product. 1H NMR (400 MHz, CDCl3) δ 4.33-4.17 (m, 1H), 3.28 (dd, J=11.1, 7.6 Hz, 2H), 3.21-3.05 (m, 2H).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was used in the next reaction without further workup or purification

Sources & evidence

ORD record
ord-ecf17945ccfa4220ab80ec8419e2f770
Source dataset
uspto-grants-2013_04
Patent number
US08426411B2

Reaction notes

Loading…