Diethyl Ether → HCID 13472775, compound

HRID 1248179Notes

Reaction equation

HRID 1248179 reaction equation
C[I:2].[CH3:3][O:4][C:5]1[C:6]([O:23][CH3:24])=[C:7]2[CH2:18][CH2:17][C:16]3[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=3[CH:9]3[CH2:10][N:11]=[CH:12][C:13]([CH:14]=1)=[C:8]23.[CH2:25](OCC)C>CC(C)=O>[I-:2].[CH3:3][O:4][C:5]1[C:6]([O:23][CH3:24])=[C:7]2[CH2:18][CH2:17][C:16]3[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=3[CH:9]3[CH2:10][N+:11]([CH3:25])=[CH:12][C:13]([CH:14]=1)=[C:8]23

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 13472769HCID 13472769, compound

Product 1

HCID 13472775HCID 13472775, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methyl iodide (20 mL) was added to a solution of 5,6-dimethoxy-1,7,8,12b-tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinoline (8.7 g, 29 mmol, described in example 2) in acetone (150 mL). The mixture was heated at reflux (reflux time=30 min.). After cooling, diethyl ether was added to the mixture. The solid material in the mixture was collected and dried to give 5,6-dimethoxy-2-methyl-1,7,8,12b-tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinolinium iodide (11.8 g), a sample of which had mp 195°-210° C. after successive recrystallizations from acetone and methanol-diethyl ether.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux
  3. temperature(reflux time=30 min.)
  4. temperatureAfter cooling
  5. customThe solid material in the mixture was collected
  6. customdried

Sources & evidence

ORD record
ord-39e52abf2ddb4d7c9147e8a1168033de
Source dataset
uspto-grants-1985_06
Patent number
US04522946

Reaction notes

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