Thionyl Chloride → 1003-85-6

HRID 237554Notes

Reaction equation

HRID 237554 reaction equation
[CH3:1][C:2]([CH3:7])([CH2:5][OH:6])[CH2:3][OH:4].[S:8](Cl)(Cl)=[O:9]>ClCCl>[CH3:1][C:2]1([CH3:7])[CH2:5][O:6][S:8](=[O:9])[O:4][CH2:3]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 31344Neopentyl glycol

Product 1

HCID 108772941003-85-6

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 2,2-dimethyl-propane-1,3-diol (1 g) in dichloromethane (5 mL) is added dropwise at 0° C. thionylchloride (735 μL). The mixture is stirred for 3 hours at 40° C. and then partitioned between saturated aqueous NaHCO3 solution and dichloromethane. The organic phase is washed with brine and dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 1 g; TLC: rf=0.65 (silicagel, cyclohexane/ethyl acetate 3:1).

Workup

  1. custompartitioned between saturated aqueous NaHCO3 solution and dichloromethane
  2. washThe organic phase is washed with brine
  3. dry with materialdried (MgSO4)
  4. customThe solvent is evaporated

Sources & evidence

ORD record
ord-a87fc34e87e342288e807e1ddf50ce32
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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