Ethanol → HCID 9883399, compound

HRID 329451Notes

Reaction equation

HRID 329451 reaction equation
Br[CH:2](C)[C:3]([C:8]1[CH:9]=[CH:10][C:11]([S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:12]([CH2:14][C:15]([O-:17])=[O:16])[CH:13]=1)(OC)OC.[C:26](=O)([O-:28])[OH:27].[Na+].C(O)C>O>[C:26]([CH:3]([C:8]1[CH:9]=[CH:10][C:11]([S:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[C:12]([CH2:14][C:15]([OH:17])=[O:16])[CH:13]=1)[CH3:2])([OH:28])=[O:27]

Participants

5

Reactant 3

HCID 702EthanolHCID 516892Sodium BicarbonateHCID 131716222HCID 131716222, compound

Product 1

HCID 9883399HCID 9883399, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.39 g (10 mol.) of 5-(2-bromo-1,1-dimethoxypropyl)-2-phenylthiophenylacetate obtained in Example 1-(2), 4.20 g (50 mmol.) of sodium hydrogen carbonate, 50 ml of ethanol and 35 ml of water was heated under reflux and stirring for 5 hours. The reaction mixture was distilled to remove distillates having a boiling point of below 100° C. The residue was then heated under reflux for 4 hours. The mixture was treated in the same manner as in Example 6-(1) to obtain 2.15 g of the desired product as white crystals (yield 68%), m.p. 145°-146° C.

Workup

  1. temperatureunder reflux
  2. distillationThe reaction mixture was distilled
  3. customto remove distillates
  4. temperatureThe residue was then heated
  5. temperatureunder reflux for 4 hours

Sources & evidence

ORD record
ord-01b908f0c80f4f329e670dd6d1d808b5
Source dataset
uspto-grants-1990_01
Patent number
US04891433

Reaction notes

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