Methyl iodide → HCID 13472771, compound

HRID 1248177Notes

Reaction equation

HRID 1248177 reaction equation
[CH3:1][I:2].[CH3:3][O:4][C:5]1[C:14]2[CH:13]=[N:12][CH2:11][CH:10]3[C:15]4[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=4[CH2:17][CH2:18][C:8]([C:9]=23)=[CH:7][C:6]=1[O:23][CH3:24]>CC(C)=O.C(OCC)C>[I-:2].[CH3:3][O:4][C:5]1[C:14]2[CH:13]=[N+:12]([CH3:1])[CH2:11][CH:10]3[C:15]4[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=4[CH2:17][CH2:18][C:8]([C:9]=23)=[CH:7][C:6]=1[O:23][CH3:24]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 13472770HCID 13472770, compound

Product 1

HCID 13472771HCID 13472771, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

The organic halide, methyl iodide (5 mL), was added to a solution of 4,5-dimethoxy-1,7,8,12b-tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinoline (3.0 g, 10 mmol; described in example 2) in acetone (75 mL). The mixture was heated at reflux (reflux time=1 hr.), cooled to 0° C. and diluted with diethyl ether. The solid (isoquinolinium salt) was collected and dried under vacuum to give 4,5-dimethoxy-2-methyl-1,7,8,12b-tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinolinium iodide, mp 179°-182° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux
  3. temperature(reflux time=1 hr.)
  4. customThe solid (isoquinolinium salt) was collected
  5. customdried under vacuum

Sources & evidence

ORD record
ord-1c78cc734ccb4b8f98911c59b56c3ff4
Source dataset
uspto-grants-1985_06
Patent number
US04522946

Reaction notes

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