Acetic Anhydride → HCID 54199561, compound

HRID 864634Notes

Reaction equation

HRID 864634 reaction equation
[C:1]([C:5]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:11]=[C:7]([C:8]([OH:10])=O)[C:6]=1[C:18]([OH:20])=[O:19])([O:3][CH3:4])=[O:2].C(OC(=O)C)(=O)C>>[C:1]([C:5]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:11]=[C:7]2[C:8]([O:20][C:18](=[O:19])[C:6]=12)=[O:10])([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 19419853HCID 19419853, compound

Product 1

HCID 54199561HCID 54199561, compoundYield 75.7%

Procedure

In a 100 mL round bottomed flask fitted with a condenser closed with a calcium chloride tube, 156.3 mg (0.55 mmol) of 7 and 0.5 mL of acetic anhydride were placed. The contents of the flask were refluxed gently for 15 min. On cooling white crystals appeared. The crystals were collected on a filter, washed with ether and purified by sublimation under high vacuum (0.05 torr) at an oil bath temperature of 130° C. to yield 110 mg (75%) of the anhydride 8. White solid; mp: 178.5°-179.5° C.; IR: 3110, 3040, 2980, 1860, 1790, 1770, 1740, 1720, 1440, 1300, 1250, 1100, 910, 900 cm-1 ; 1H NMR: δ8.38 (s, 2H, Aryl H), 3.95 (s, 6H, CH3).

Workup

  1. customIn a 100 mL round bottomed flask fitted with a condenser
  2. customclosed with a calcium chloride tube
  3. temperatureThe contents of the flask were refluxed gently for 15 min
  4. temperatureOn cooling white crystals
  5. customThe crystals were collected on a filter
  6. washwashed with ether
  7. custompurified by sublimation under high vacuum (0.05 torr) at an oil bath temperature of 130° C.

Sources & evidence

ORD record
ord-f283931be96c4623a45a128af280f4b6
Source dataset
uspto-grants-1996_10
Patent number
US05563273

Reaction notes

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