Acetic Anhydride → HCID 14185908, compound

HRID 1181216Notes

Reaction equation

HRID 1181216 reaction equation
[OH:1][CH2:2][CH:3]([CH2:6][OH:7])[CH2:4][OH:5].[C:8](OC(=O)C)(=[O:10])[CH3:9]>N1C=CC=CC=1>[C:8]([O:1][CH2:2][CH:3]([CH2:6][OH:7])[CH2:4][OH:5])(=[O:10])[CH3:9]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 78432Trimethylolmethane

Product 1

HCID 14185908HCID 14185908, compoundYield 36.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 2-(hydroxymethyl)-1,3-propanediol (1 g, 9.4 mmol) in pyridine (7.5 mL) at 0° C. was added acetic anhydride (0.89 mL, 9.4 mmol) slowly. The resulting solution was warmed to room temperature and stirred for 16 h. The reaction was concentrated under reduced pressure and chromatographed by eluting with methanol-dichloromethane (1:9) to give 510 mg of pure 2-acetoxymethyl-1,3-propanediol.

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customchromatographed
  3. washby eluting with methanol-dichloromethane (1:9)

Sources & evidence

ORD record
ord-18c9e4f141184d45bfb786a37d2d6ef6
Source dataset
uspto-grants-2007_10
Patent number
US07285543B2

Reaction notes

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