HCID 10799272, compound → HCID 19433167, compound

HRID 273944Notes

Reaction equation

HRID 273944 reaction equation
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[OH:14][CH:15]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:16]#[C:17][C:18]([OH:20])=[O:19]>S(=O)(=O)(O)O.CC(C)=O>[O:14]=[C:15]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:16]#[C:17][C:18]([OH:20])=[O:19]

Participants

5

Reactant 2

HCID 10799272HCID 10799272, compoundHCID 131709961Jones' reagent

Product 1

HCID 19433167HCID 19433167, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 1118Sulfuric AcidSolvent

Procedure

Jones reagent (a 2.67M solution in sulphuric acid; 1.32 ml, 3.5 mmol) was added dropwise to a solution of 4-hydroxytridec-2-ynoic acid (531.8 mg, 2.4 mmol) in acetone (10 ml) at 0° and the reaction mixture was maintained at 0° for 70 minutes. The mixture was quenched with ethanol (1 ml) and dried with magnesium sulphate. On evaporation, the title acid was obtained as a colorless oil.

Workup

  1. temperaturethe reaction mixture was maintained at 0° for 70 minutes
  2. customThe mixture was quenched with ethanol (1 ml)
  3. dry with materialdried with magnesium sulphate
  4. customOn evaporation

Sources & evidence

ORD record
ord-2760b996ee3f4f2687e3365593d5488b
Source dataset
uspto-grants-1995_02
Patent number
US05387606

Reaction notes

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