Acetic Anhydride → HCID 19095933, compound

HRID 486779Notes

Reaction equation

HRID 486779 reaction equation
[OH:1][C:2]1[C:7]2=[CH:8][C:9]3[C:14]([N:6]2[CH2:5][CH:4]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:3]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:13][CH:12]=[CH:11][CH:10]=3.[C:25](OC(=O)C)(=[O:27])[CH3:26]>N1C=CC=CC=1>[C:25]([O:1][C:2]1[C:7]2=[CH:8][C:9]3[C:14]([N:6]2[CH2:5][CH:4]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:3]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:13][CH:12]=[CH:11][CH:10]=3)(=[O:27])[CH3:26]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 54684685HCID 54684685, compound

Product 1

HCID 19095933HCID 19095933, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

From a mixture of 29.3 g of diethyl 6,7-dihydro-9-hydroxypyrido[1,2-a]indole-7,8-dicarboxylate, 100 ml of pyridine and 30 ml of acetic anhydride, the solvents were removed under reduced pressure and the residue was partitioned between ethyl acetate and 2M hydrochloric acid. The organic extract was washed with saturated sodium bicarbonate solution and water, dried and evaporated to give 33 g of diethyl 9-acetoxy-6,7-dihydropyrido[1,2-a]indole-7,8-dicarboxylate.

Workup

  1. customthe solvents were removed under reduced pressure
  2. customthe residue was partitioned between ethyl acetate and 2M hydrochloric acid
  3. extractionThe organic extract
  4. washwas washed with saturated sodium bicarbonate solution and water
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-f40ad0f0844745faa02dbe3e7719ce53
Source dataset
uspto-grants-1994_03
Patent number
US05292747

Reaction notes

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