Hydrochloric Acid → HCID 59539854, compound

HRID 1877738Notes

Reaction equation

HRID 1877738 reaction equation
[CH:1]([Mg]Cl)([CH3:3])[CH3:2].[F:6][C:7]([F:14])([F:13])[C:8]([O:10][CH2:11][CH3:12])=O.ClCC(Cl)=[O:18].[ClH:20]>O1CCCC1>[Cl:20][CH2:12][C:11]([O:10][CH:8]([CH:1]([CH3:3])[CH3:2])[C:7]([F:14])([F:13])[F:6])=[O:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 9794Ethyl trifluoroacetateHCID 178418918HCID 178418918, compound

Product 1

HCID 59539854HCID 59539854, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A flask was charged with 1.1 L of a 1 mol/L tetrahydrofuran solution of isopropylmagnesium chloride, to which 142 g of ethyl trifluoroacetate was added dropwise below 20° C. The solution was stirred for 2 hours at room temperature, after which 282 g of chloroacetic acid chloride was added dropwise below 40° C. The solution was stirred for 2 hours at room temperature, after which 950 g of 10% hydrochloric acid was added to stop the reaction. Ordinary aqueous work-up was followed by distillation under reduced pressure, obtaining 195 g of the end compound (yield 89%).

Workup

  1. additionwas added dropwise below 20° C
  2. stirringThe solution was stirred for 2 hours at room temperature
  3. customthe reaction
  4. distillationOrdinary aqueous work-up was followed by distillation under reduced pressure

Sources & evidence

ORD record
ord-9f67183f42964eac859178160b49e455
Source dataset
uspto-grants-2012_11
Patent number
US08313886B2

Reaction notes

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