Sodium Bicarbonate → HCID 13251516, compound

HRID 638659Notes

Reaction equation

HRID 638659 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-formylpentanoate 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-1c171b74947c4d50b274caca1830a880
Source dataset
uspto-grants-1985_12
Patent number
US04562282

Reaction notes

Loading…