Sodium Bicarbonate → HCID 13251516, compound

HRID 905125Notes

Reaction equation

HRID 905125 reaction equation
C[O:2][CH:3](Cl)[CH:4]([C:10]([Cl:13])([CH3:12])[CH3:11])[CH2:5][C:6]([O:8][CH3:9])=[O:7].C(=O)(O)[O-].[Na+]>>[Cl:13][C:10]([CH3:12])([CH3:11])[CH:4]([CH:3]=[O:2])[CH2:5][C:6]([O:8][CH3:9])=[O:7]

Participants

3

Reactant 2

HCID 516892Sodium BicarbonateHCID 20253180HCID 20253180, compound

Product 1

HCID 13251516HCID 13251516, compound

Procedure

The solution of Step A was poured into an iced aqueous sodium bicarbonate solution and the mixture was extracted with methylene chloride. The organic phase was evaporated to dryness and the residue was chromatographed over silica gel. Elution with a 4-1 hexane-ethyl acetate mixture yielded 600 mg of methyl 4-chloro-4-methyl-3-formyl-pentanoate which crystallized at -20° C.

Workup

  1. extractionthe mixture was extracted with methylene chloride
  2. customThe organic phase was evaporated to dryness
  3. customthe residue was chromatographed over silica gel
  4. washElution with a 4-1 hexane-ethyl acetate mixture

Sources & evidence

ORD record
ord-44636e9b6e124281b677b882839af968
Source dataset
uspto-grants-1983_12
Patent number
US04421928

Reaction notes

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