Acetic Anhydride → HCID 10469565, compound

HRID 486080Notes

Reaction equation

HRID 486080 reaction equation
[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([C:15]([OH:17])=[O:16])([CH3:14])[CH2:6][CH2:5]2.[C:19](OC(=O)C)(=[O:21])[CH3:20]>N1C=CC=CC=1>[C:19]([O:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([C:15]([OH:17])=[O:16])([CH3:14])[CH2:6][CH2:5]2)(=[O:21])[CH3:20]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 40634Trolox

Product 1

HCID 10469565HCID 10469565, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
30 °C

Procedure

Dissolve 50 grams (0.2 mol) of (6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)carboxylic acid in 150 cm3 of anhydrous pyridine. Add dropwise 9.4 cm3 (0.1 mol) of acetic anhydride under a stream of nitrogen. Stir for 2 hours at a temperature of 30° C. After cooling, pour the mixture onto some ice, extract the resulting product with diethyl ether, and wash the organic phase with a 0.2N hydrochloric acid solution, and then with water until neutral. After evaporation of the solvent, an oily mass is collected which crystallises after trituration in diisopropyl ether.

Workup

  1. temperatureAfter cooling
  2. additionpour the mixture onto some ice
  3. extractionextract the resulting product with diethyl ether
  4. washwash the organic phase with a 0.2N hydrochloric acid solution
  5. customAfter evaporation of the solvent
  6. customan oily mass is collected which
  7. customcrystallises after trituration in diisopropyl ether

Sources & evidence

ORD record
ord-44c8a22aa0794176948a404bb2fc8c93
Source dataset
uspto-grants-1994_03
Patent number
US05290797

Reaction notes

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