Methyl iodide → HCID 15234005, compound

HRID 2225625Notes

Reaction equation

HRID 2225625 reaction equation
[CH3:1][N:2]([CH3:29])[CH2:3][CH2:4][O:5][C:6](=[O:28])[C:7](=[O:27])[C:8]1[S:9][C:10]([O:13][CH2:14][CH2:15][O:16][C:17]2[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=2)=[CH:11][CH:12]=1.[CH3:30][I:31]>CC(C)=O>[I-:31].[CH:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:25]=[CH:26][C:17]=1[O:16][CH2:15][CH2:14][O:13][C:10]1[S:9][C:8]([C:7](=[O:27])[C:6]([O:5][CH2:4][CH2:3][N+:2]([CH3:30])([CH3:29])[CH3:1])=[O:28])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 53882929HCID 53882929, compound

Product 1

HCID 15234005HCID 15234005, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 5-[[2-(2-naphthalenyloxy)ethyl]oxy]-alpha-oxo-2-thiopheneacetic acid 2-(dimethylamino)ethyl ester (0.4 g) and methyl iodide (0.15 g) in acetone (7 mL) was stirred overnight at room temperature. The resulting yellow crystalline solid was filtered off, washed with acetone and then crystallized from methanol to afford 0.36 g of 2-[[5-[[2-(2naphthalenyloxy)ethyl]oxy]-alpha-oxo-2-thiopheneacetyl]oxy]-N,N,N-trimethylethanaminium iodide, mp 169°-170 ° C.

Workup

  1. filtrationThe resulting yellow crystalline solid was filtered off
  2. washwashed with acetone
  3. customcrystallized from methanol

Sources & evidence

ORD record
ord-535e33a3ace245d5a0ca97b2150cbdc4
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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