Toluene → HCID 20476158, compound

HRID 905263Notes

Reaction equation

HRID 905263 reaction equation
[CH2:1]([CH:4]([CH2:8][CH2:9][CH3:10])[C:5]([OH:7])=[O:6])[CH2:2][CH3:3].C1(C)C=CC=CC=1.[OH-].[Na+].[CH2:20]([CH:22]1[O:24][CH2:23]1)Cl>CN(C)C=O>[CH2:1]([CH:4]([CH2:8][CH2:9][CH3:10])[C:5]([O:7][CH2:20][CH:22]1[O:24][CH2:23]1)=[O:6])[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 1140TolueneHCID 3121Valproic AcidHCID 7835EpichlorohydrinHCID 14798Sodium Hydroxide

Product 1

HCID 20476158HCID 20476158, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Into a flask were introduced 70 g (0.48 mol) of di-n-propylacetic acid, 250 ml of toluene and 30 ml of N,N-dimethylformamide. After this operation, 40 g of 50%-aqueous solution of sodium hydroxide were added. This mixture was heated to 60°-80° C. and 138.7 g (1.5 mol) of epichlorhydrine were introduced. The reaction medium was maintained under stirring for 6 hours at 70°-80° C. and then concentrated in a rotary evaporator. After extraction with ethyl ether, the organic fractions were collected and distilled under 1 mm Hg.

Workup

  1. temperatureThis mixture was heated to 60°-80° C.
  2. temperatureThe reaction medium was maintained
  3. concentrationconcentrated in a rotary evaporator
  4. extractionAfter extraction with ethyl ether
  5. customthe organic fractions were collected
  6. distillationdistilled under 1 mm Hg

Sources & evidence

ORD record
ord-a127eb66ec6646a595176622abfe4279
Source dataset
uspto-grants-1983_12
Patent number
US04423071

Reaction notes

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