1-Methoxy-2-propanol → HCID 86749039, compound

HRID 2210405Notes

Reaction equation

HRID 2210405 reaction equation
S(C1C=CC=C[C:6]=1[C:7]([O:9][C:10](=[O:21])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([OH:20])(=[O:19])=O)=O)(O)(=O)=O.[CH3:26][O:27][CH2:28]C(O)C.P(Cl)(Cl)([Cl:34])=O>CN(C)C=O>[CH3:26][O:27][CH2:28][CH:7]([O:9][C:10]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([Cl:34])(=[O:19])=[O:20])=[O:21])[CH3:6]

Participants

5

Reactant 3

HCID 79001-Methoxy-2-propanolHCID 24813Phosphorus oxychlorideHCID 13795534Sulphobenzoic anhydride

Product 1

HCID 86749039HCID 86749039, compoundYield 152.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of N,N-dimethylformamide, 9.2 g of o-sulfobenzoic anhydride was dissolved, and 5.0 g of 1-methoxy-2-propanol was added dropwise thereto with stirring at room temperature. After heating at 70° C. for 1 hour and cooling to room temperature, 11.5 g of phosphorus oxychloride was further added dropwise, followed by stirring at room temperature for 6 hours. The reaction mixture was poured on 100 ml of ice water, and extracted with two 50 ml portions of ethyl acetate. After washing with an aqueous solution of sodium chloride, the extract was dried over magnesium sulfate, and concentrated to obtain 10.6 g of an oily product.

Workup

  1. temperatureAfter heating at 70° C. for 1 hour
  2. temperaturecooling to room temperature
  3. stirringby stirring at room temperature for 6 hours
  4. extractionextracted with two 50 ml portions of ethyl acetate
  5. washAfter washing with an aqueous solution of sodium chloride
  6. dry with materialthe extract was dried over magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-b6ec4804cbb1488883e6e1a3e8291277
Source dataset
uspto-grants-1995_10
Patent number
US05459026

Reaction notes

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