Acetic Anhydride → HCID 21285199, compound

HRID 2231939Notes

Reaction equation

HRID 2231939 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:20]3[C:15](=[CH:16][C:17]([O:23][CH3:24])=[C:18]([O:21][CH3:22])[CH:19]=3)[C:14]([CH2:25][CH3:26])=[C:13]([CH3:27])[N+:12]=2[O-])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:29]([O:32]C(=O)C)(=[O:31])[CH3:30]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:20]3[C:15](=[CH:16][C:17]([O:23][CH3:24])=[C:18]([O:21][CH3:22])[CH:19]=3)[C:14]([CH2:25][CH3:26])=[C:13]([CH2:27][O:32][C:29](=[O:31])[CH3:30])[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 54041025HCID 54041025, compound

Product 1

HCID 21285199HCID 21285199, compound

Procedure

421.5 g (1.1 M) of 1-(3,4-dimethoxyphenyl-3-methyl-4-ethyl-6,7-dimethoxy-isoquinoline N-oxide and 1.1 liters of acetic anhydride are refluxed for 2.5 hours, then the solution is evaporated at reduced pressure. The residue is recrystallized first from 1.2 liters of 99% ethanol, then the resulting product (414.5 g, m. p. 115° to 120° C.) is repeatedly recrystallized from one liter of 99% ethanol. Yield 393.7 g (84.1%), m.p. 129° to 131° C.

Workup

  1. customthe solution is evaporated at reduced pressure
  2. customThe residue is recrystallized first from 1.2 liters of 99% ethanol
  3. customthe resulting product (414.5 g, m. p. 115° to 120° C.) is repeatedly recrystallized from one liter of 99% ethanol

Sources & evidence

ORD record
ord-eec14f4878b04f9c976760e4deba998d
Source dataset
uspto-grants-1988_11
Patent number
US04785104

Reaction notes

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