Hydrochloric Acid → HCID 86747864, compound

HRID 1033963Notes

Reaction equation

HRID 1033963 reaction equation
[CH3:1][O-:2].[Na+].[CH3:4][C:5]1([CH3:22])[C@@H:7]([CH:8](Br)[C:9](=O)[CH2:10]Br)[C@H:6]1[C:14]([O:16][CH2:17][C:18]([Cl:21])([Cl:20])[Cl:19])=[O:15].[OH2:23].Cl>CO>[CH3:4][C:5]1([CH3:22])[C@@H:7](/[CH:8]=[CH:9]\[C:10]([O:2][CH3:1])=[O:23])[C@H:6]1[C:14]([O:16][CH2:17][C:18]([Cl:21])([Cl:20])[Cl:19])=[O:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 54017866HCID 54017866, compound

Product 1

HCID 86747864HCID 86747864, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

10 ml of methanol and 0.724 g of sodium methylate were mixed together under an inert gas atmosphere and 4 g of the product of Step A of Example 12 in 30 ml of methanol were added slowly at 0°,+5° C. The mixture was stirred for 16 hours at about +5° C. and was poured into a mixture of water and ice to which 15 ml of 2N hydrochloric acid had been added. After stirring for 15 minutes, extraction was carried out with methylene chloride. The organic phase was washed with water, dried and evaporated to dryness. The residue was chromatographed on silica, eluting with a methylene chloride - cyclohexane mixture (1-1) to obtain 0.879 g of the expected product.

Workup

  1. additionwere added slowly at 0°,+5° C
  2. additionhad been added
  3. stirringAfter stirring for 15 minutes
  4. extractionextraction
  5. washThe organic phase was washed with water
  6. customdried
  7. customevaporated to dryness
  8. customThe residue was chromatographed on silica
  9. washeluting with a methylene chloride - cyclohexane mixture (1-1)

Sources & evidence

ORD record
ord-a163f276a79b426997b079b9de3d8559
Source dataset
uspto-grants-1994_05
Patent number
US05312964

Reaction notes

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