Dimethyl(methylene)ammounium iodide → HCID 19910761, compound

HRID 1607287Notes

Reaction equation

HRID 1607287 reaction equation
[OH:1][C:2]1[C:7]2[C:8]([CH3:20])=[C:9]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[O:10][C:6]=2[C:5]([Cl:21])=[CH:4][CH:3]=1.[CH3:22][N+:23]([CH3:25])=[CH2:24].[I-]>ClCCl>[ClH:21].[OH:1][C:2]1[C:7]2[C:8]([CH3:20])=[C:9]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[O:10][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:22][N:23]([CH3:25])[CH3:24]

Participants

4

Reactant 2

HCID 2724133Dimethyl(methylene)ammounium iodideHCID 14570900HCID 14570900, compound

Product 1

HCID 19910761HCID 19910761, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (164) (Example 44) (1 g, 3.3 mmol) in 25 mL dichloromethane was added Eschenmoser's salt (0.6125 g, 3.3 mmol). The mixture was allowed to stir a room temperature for 20 h. The solvent was evaporated. The residue was chromatographed on silica gel (eluted with 20% EtOAc in hexane) to give the title compound.

Workup

  1. customThe solvent was evaporated
  2. customThe residue was chromatographed on silica gel (eluted with 20% EtOAc in hexane)

Sources & evidence

ORD record
ord-da92464661f0487ea0c73ba6a3ba9276
Source dataset
uspto-grants-1989_09
Patent number
US04863958

Reaction notes

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