Methanol → HCID 9883399, compound

HRID 329449Notes

Reaction equation

HRID 329449 reaction equation
Br[CH:2](C)[C:3]([C:8]1[CH:9]=[CH:10][C:11]([S:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:12]([CH2:14][C:15]([O:17]C)=[O:16])[CH:13]=1)(OC)OC.[C:27](=O)([O-:29])[O-:28].[K+].[K+].CO>O>[C:27]([CH:3]([C:8]1[CH:9]=[CH:10][C:11]([S:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[C:12]([CH2:14][C:15]([OH:17])=[O:16])[CH:13]=1)[CH3:2])([OH:29])=[O:28]

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 14126641HCID 14126641, compound

Product 1

HCID 9883399HCID 9883399, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.39 g (10 mmol.) of methyl 5-(2-bromo-1,1-dimethoxypropyl)-2-phenylthiophenylacetate obtained in Example 1-(2), 3.45 g (10 mmol.) of anhydrous potassium carbonate, 26 ml of methanol and 13 ml of water was heated under reflux and stirring for 2 hours. The reaction mixture was distilled to remove distillates having boiling points of below 100° C. To the residue was added 10 ml of water, and the mixture was heated under reflux and stirring for 12 hrs. The reaction mixture was treated in the same manner as in Example 6-(1) to obtain 2.46 g of the desired product as white crystals (yield 78%), m.p. 145°-146° C.

Workup

  1. temperatureunder reflux
  2. distillationThe reaction mixture was distilled
  3. customto remove distillates
  4. custompoints of below 100° C
  5. additionTo the residue was added 10 ml of water
  6. temperaturethe mixture was heated
  7. temperatureunder reflux
  8. stirringstirring for 12 hrs

Sources & evidence

ORD record
ord-ec4c470a814b4dc388ccca07f5fdb071
Source dataset
uspto-grants-1990_01
Patent number
US04891433

Reaction notes

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