Pyridine → HCID 70548484, compound

HRID 2397276Notes

Reaction equation

HRID 2397276 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 56, 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-8d1e7db6e97e475eb3e159c9cc7d65d3
Source dataset
uspto-grants-1977_05
Patent number
US04021451

Reaction notes

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