N,O-Dimethylhydroxylamine → HCID 14499853, compound

HRID 1032612Notes

Reaction equation

HRID 1032612 reaction equation
[CH3:1][CH:2]1[CH2:6][C:5]2[CH:7]=[C:8]([CH2:11][CH2:12][O:13][C:14]3[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[O:22])=[CH:16][CH:15]=3)[CH:9]=[CH:10][C:4]=2[O:3]1.[CH3:23][NH:24][O:25][CH3:26]>C1(C)C=CC=CC=1>[CH3:1][CH:2]1[CH2:6][C:5]2[CH:7]=[C:8]([CH2:11][CH2:12][O:13][C:14]3[CH:19]=[CH:18][C:17]([NH:20][C:21]([N:24]([O:25][CH3:26])[CH3:23])=[O:22])=[CH:16][CH:15]=3)[CH:9]=[CH:10][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 14232N,O-DimethylhydroxylamineHCID 22164538HCID 22164538, compound

Product 1

HCID 14499853HCID 14499853, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

1.8 g of 4-[2-(2,3-dihydro-2-methyl-5-benzofuranyl)ethyloxy]phenyl isocyanate was dissolved into 20 ml of toluene, and 2.0 g of N,O-dimethylhydroxylamine dissolved in 5 ml of toluene was slowly added dropwise thereto at room temperature. After the mixture was stirred at room temperature for 2 hours, toluene was distilled off and the residue was subjected to silica gel column chromatography using ethyl acetate/n-hexane (2/3) as a developer to obtain 1.8 g of Compound No. 42 shown in Table 2.

Workup

  1. additionwas slowly added dropwise
  2. customat room temperature
  3. distillationtoluene was distilled off

Sources & evidence

ORD record
ord-a372ae7b63dd41adb8f1763cd0d56463
Source dataset
uspto-grants-1990_09
Patent number
US04959092

Reaction notes

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