Sodium Hydroxide → HCID 13938209, compound

HRID 2350980Notes

Reaction equation

HRID 2350980 reaction equation
C(OC1C=CC=CC=1C([O:9][C:10]1[C:11]([CH3:31])=[C:12]([CH3:30])[C:13]2[O:17][CH:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[O:24]C(=O)C)[S:15][C:14]=2[C:28]=1[CH3:29])=O)(=O)C.[OH-].[Na+]>CO>[OH:9][C:10]1[C:11]([CH3:31])=[C:12]([CH3:30])[C:13]2[O:17][CH:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[OH:24])[S:15][C:14]=2[C:28]=1[CH3:29]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14802165HCID 14802165, compound

Product 1

HCID 13938209HCID 13938209, compoundYield 63.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 700 mg of 5-(o-acetoxybenzoyloxy)-2-(o-acetoxyphenyl)-4,6,7-trimethyl-1,3-benzoxathiole, 0.5 g of sodium hydroxide and 10 ml of methanol was heated under reflux for 1.5 hours. Subsequent treatment and purification of the reaction mixture were conducted in the same manner as in Example 52. From the fraction eluted with a 50:1 by volume mixture of benzene and ethyl acetate were obtained 260 mg of the title compound, melting at 175°-176° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. customSubsequent treatment and purification of the reaction mixture
  4. washFrom the fraction eluted with a 50:1 by volume mixture of benzene

Sources & evidence

ORD record
ord-a53cea493e0842fc8e06b19abeccea45
Source dataset
uspto-grants-1989_10
Patent number
US04871762

Reaction notes

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