N,O-Dimethylhydroxylamine → HCID 14499865, compound

HRID 1032607Notes

Reaction equation

HRID 1032607 reaction equation
[CH3:1][C:2]1([CH3:22])[CH2:6][C:5]2[C:7]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[O:21])=[CH:15][CH:14]=3)=[CH:8][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][C:2]1([CH3:22])[CH2:6][C:5]2[C:7]([CH2:11][O:12][C:13]3[CH:14]=[CH:15][C:16]([NH:19][C:20]([N:24]([O:25][CH3:26])[CH3:23])=[O:21])=[CH:17][CH:18]=3)=[CH:8][CH:9]=[CH:10][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 14232N,O-DimethylhydroxylamineHCID 14499864HCID 14499864, compound

Product 1

HCID 14499865HCID 14499865, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

1.8 g of 4-(2,3-dihydro-2,2-dimethyl-4-benzofuranylmethyloxy)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 (1/4) as a developer to obtain 1.8 g of Compound No. 6 shown in Table 1.

Workup

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

Sources & evidence

ORD record
ord-5fd7c0105ee3429bbe5541e73a34dc58
Source dataset
uspto-grants-1990_09
Patent number
US04959092

Reaction notes

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