Sulfuric Acid → HCID 57188236, compound

HRID 1940233Notes

Reaction equation

HRID 1940233 reaction equation
[CH:1](=[O:5])[CH:2]([CH3:4])[CH3:3].[Cl:6][CH2:7][CH:8]([OH:13])[CH:9](O)[CH2:10][Cl:11].S(=O)(=O)(O)O>C(Cl)CCl>[CH:2]([CH:1]1[O:13][CH:8]([CH2:7][Cl:6])[CH:9]([CH2:10][Cl:11])[O:5]1)([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 6561IsobutyraldehydeHCID 1028092,3-Butanediol, 1,4-dichloro-

Product 1

HCID 57188236HCID 57188236, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A three-neck 5-mL flask fitted with a thermometer, mechanical stirrer, addition funnel, condenser and positive nitrogen atmosphere was charged with EDC (200 mL), isobutyraldehyde (11.3 g, 0.157 mole), and 1,4-dichloro-2,3-butanediol (25.0 g, 0.157 mole). Concentrated sulfuric acid (23.2 g) was added dropwise to the agitated mixture over thirty minutes, during which time a slight exotherm was noticed and the flask was immersed in an ice bath to maintain a reaction temperature of 17°-19° C. Stirring was then continued at ambient temperature (20° C.) for five hours.

Workup

  1. customA three-neck 5-mL flask fitted with a thermometer, mechanical stirrer, addition funnel, condenser and positive nitrogen atmosphere
  2. customthe flask was immersed in an ice bath
  3. temperatureto maintain a reaction temperature of 17°-19° C
  4. customwas then continued at ambient temperature
  5. custom(20° C.)
  6. customfor five hours

Sources & evidence

ORD record
ord-d019aebf564f4f3c958d6ed5753543a0
Source dataset
uspto-grants-1997_12
Patent number
US05698718

Reaction notes

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