Pyridine → HCID 70548484, compound

HRID 1703350Notes

Reaction equation

HRID 1703350 reaction equation
[CH3:1][O:2][CH:3]1[C:12]2[CH2:11][CH2:10][CH2:9][CH:8]3[CH2:13][CH2:14][O:15][C:6]([C:7]=23)=[CH:5][N:4]1[O:16][CH3:17].[C:18](OC(=O)C)(=[O:20])[CH3:19].N1C=CC=CC=1>O>[C:18]([CH:10]1[CH2:11][C:12]2[CH:3]([O:2][CH3:1])[N:4]([O:16][CH3:17])[CH:5]=[C:6]3[O:15][CH2:14][CH2:13][CH:8]([C:7]=23)[CH2:9]1)(=[O:20])[CH3:19]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 20523931HCID 20523931, compound

Product 1

HCID 70548484HCID 70548484, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1,2,3a,4,5,6-hexahydro-7,8-dimethoxypyrano-[2,3,4-de]isoquinoline (10.0 g), described in Example 23, acetic anhydride (60.0 ml) and pyridine (0.5 ml) is heated on the steam bath for 4 hr. The mixture is poured into water and stirred for 2 hr. The mixture is extracted with chloroform and the extracts are washed with sodium bicarbonate solution and then with brine. The organic solution is dried and evaporated to leave the title compound. A sample, crystallized from isopropanol, had m.p. 100°-102° C.

Workup

  1. temperatureis heated on the steam bath for 4 hr
  2. extractionThe mixture is extracted with chloroform
  3. washthe extracts are washed with sodium bicarbonate solution
  4. customThe organic solution is dried
  5. customevaporated

Sources & evidence

ORD record
ord-afac6593aca54cfc886fbf22f79608d7
Source dataset
uspto-grants-1982_09
Patent number
US04351942

Reaction notes

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