Hydrochloric Acid → HCID 53965956, compound

HRID 1263375Notes

Reaction equation

HRID 1263375 reaction equation
C[O:2][C:3](=O)[C:4]([F:11])([F:10])[CH2:5][CH2:6][C:7]([OH:9])=[O:8].[BH4-].[Na+].Cl.[CH3:16]O>O>[CH3:16][O:9][C:7](=[O:8])[CH2:6][CH2:5][C:4]([F:11])([F:10])[CH2:3][OH:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 4311764Sodium borohydrideHCID 204555021-Methyl 2,2-difluoropentanedioate

Product 1

HCID 53965956HCID 53965956, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 2 g of 2,2-difluoroglutaric acid 1-methyl ester in 20 ml of methanol is added at 25° 250 mg of sodium borohydride and the mixture allowed to remain at 25° for 2 hrs. The solution is diluted with water and acidified to pH 1 with 1N HCl and the methanol removed in vacuo. The residual suspension is extracted with methylene chloride and the extract dried with sodium sulfate and evaporated to dryness in vacuo. The residual oil is treated with ethereal diazomethane until the yellow color persists and the ether is removed in vacuo. There remains behind the title compound.

Workup

  1. customthe methanol removed in vacuo
  2. extractionThe residual suspension is extracted with methylene chloride
  3. dry with materialthe extract dried with sodium sulfate
  4. customevaporated to dryness in vacuo
  5. additionThe residual oil is treated with ethereal diazomethane until the yellow color persists
  6. customthe ether is removed in vacuo

Sources & evidence

ORD record
ord-130a17b1cabd49328aa622136e2e38a9
Source dataset
uspto-grants-1984_06
Patent number
US04456768

Reaction notes

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