Acetic Anhydride → HCID 86742973, compound

HRID 1761530Notes

Reaction equation

HRID 1761530 reaction equation
C(OC(=O)C)(=O)C.[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[C:18]([NH:20][C@H:21]([C:27]([OH:29])=[O:28])[CH2:22][CH2:23][C:24]([OH:26])=O)=[O:19]>C(OC(C)C)(C)C>[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[C:18]([NH:20][C@@H:21]1[C:27](=[O:28])[O:29][C:24](=[O:26])[CH2:23][CH2:22]1)=[O:19]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 54513086HCID 54513086, compound

Product 1

HCID 86742973HCID 86742973, compound

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

30.6 g (0.3 moles) of acetic anhydride with 60 ml of isopropyl ether are added to 30.1 g (0.1 moles) of 2-naphthoyl glutamic acid. The mixture is heated under reflux (73°-77° C.) for 2 hours. It is cooled, filtered, washed with a little ether to remove residual acetic anhydride and dried. 24.8 g are thus obtained. Yield 88%.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux (73°-77° C.) for 2 hours
  3. temperatureIt is cooled
  4. filtrationfiltered
  5. washwashed with a little ether
  6. customto remove residual acetic anhydride
  7. customdried
  8. custom24.8 g are thus obtained

Sources & evidence

ORD record
ord-4c5ae4858a7646eca52646f9f9c64c44
Source dataset
uspto-grants-1989_05
Patent number
US04826878

Reaction notes

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