Sodium Carbonate → HCID 10966626, compound

HRID 1721530Notes

Reaction equation

HRID 1721530 reaction equation
I(C1C=CC=CC=1C(O)=O)(=O)=O.[C:13]1([CH:19]([OH:30])[C:20]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([OH:23])[CH2:21][CH3:22])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C([O-])([O-])=O.[Na+].[Na+]>CS(C)=O>[OH:23][C:20]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([CH2:21][CH3:22])[C:19]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:30]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 1087942-Iodoxybenzoic acidHCID 346626NSC404902

Product 1

HCID 10966626HCID 10966626, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

o-Iodoxybenzoic acid I (210 mg; 0.75 mmol) was added in one portion to a stirred solution of 1,2-diphenyl-1,2-butanediol (121 mg; 0.5 mmol) in DMSO (1.7 ml). After 1.5 h the reaction was poured in ml of a solution of Na2CO3 (10%) and extracted with diethyl ether (3×10 ml). The combined organic layers were washed with brine and dried over sodium sulfate. The Organic solvent was distilled under vacuum. The residue was triturated with n-pentane to give 120 mg (98%) of 2-hydroxy-1,2-diphenyl-butan-1-one mp 62°-68° C. (lit. 68°-69° C.: MacKenzie A. and Richtie A. Chem. Ber. 1937, 70, 23).

Workup

  1. extractionextracted with diethyl ether (3×10 ml)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate
  4. distillationThe Organic solvent was distilled under vacuum
  5. customThe residue was triturated with n-pentane

Sources & evidence

ORD record
ord-efa5e291ab8145f597ef6a69f1d189fa
Source dataset
uspto-grants-1996_04
Patent number
US05510538

Reaction notes

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