Dimethyl Sulfate → HCID 13565191, compound

HRID 904903Notes

Reaction equation

HRID 904903 reaction equation
[N:1]1([CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:10]=2)[C:7]#[N:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.[S:22]([O:27]C)([O:25][CH3:26])(=[O:24])=[O:23].[CH3:29]OS([O-])(=O)=O>>[CH3:26][O:25][S:22]([O-:27])(=[O:24])=[O:23].[C:7]([CH:6]([N+:1]1([CH3:29])[CH2:5][CH2:4][CH2:3][CH2:2]1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:10]=1)#[N:8]

Participants

4

Reactant 3

HCID 6497Dimethyl SulfateHCID 4694097Methyl sulfate(1-)HCID 13565190HCID 13565190, compound

Product 1

HCID 13565191HCID 13565191, compound

Procedure

N-(α-Cyano-3-phenoxybenzyl)-N-methylpyrrolidinium methylsulfate (5) was prepared from α-(1-pyrrolidinyl)-3-phenoxybenzeneacetonitrile (Example 3) and dimethyl sulfate following essentially the same procedure as that described in Example 2. The product was obtained as a yellow oil. Proton magnetic resonance spectrum (CDCl3 ; ε in ppm): 2.4 (4H, m, pyrrolidine ring β-protons); 3.2 (4H, m, pyrrolidine ring α-protons); 3.2-3.8 (6H, m, N--CH3 and CH3SO4); 6.8 (1H, s, CH); 7.0-7.7 (9H, m, aromatic protons).

Workup

  1. customThe product was obtained as a yellow oil

Sources & evidence

ORD record
ord-71049a8ebb244e2c9304fdbfd09edb98
Source dataset
uspto-grants-1983_12
Patent number
US04420614

Reaction notes

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