Hydroxyurethane → N-carboethoxy-O-(2,4,6-trimethylbenzyl)hydroxylamine

HRID 328354

反応式

HRID 328354 の反応式
[OH-].[K+].[C:3]([NH:8][OH:9])([O:5][CH2:6][CH3:7])=[O:4].[K].[CH3:11][C:12]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[C:13]=1[CH2:14]Cl>>[C:3]([NH:8][O:9][CH2:14][C:13]1[C:16]([CH3:21])=[CH:17][C:18]([CH3:20])=[CH:19][C:12]=1[CH3:11])([O:5][CH2:6][CH3:7])=[O:4]

参加物

5

反応物 4

HCID 11510Hydroxyurethane2 回HCID 14797Potassium HydroxideHCID 741082,4,6-Trimethylbenzyl chlorideHCID 5462222Potassium

生成物 1

HCID 21441810N-carboethoxy-O-(2,4,6-trimethylbenzyl)hydroxylamine収率 53.8%

実験手順

50 ml of a methanolic solution of 12.3 g (0.22 mole) of potassium hydroxide was added to 50 ml of an ice-cooled methanolic solution of 23.1 g (0.22 mole) of N-carboethoxyhydroxylamine to prepare a solution containing a potassium salt of N-carboethoxyhydroxylamine, and 50 ml of a methanolic solution of 33.7 g (0.2 mole) of 2,4,6-trimethylbenzyl chloride was added to the resulting solution at room temperature. The resulting mixture was heated under refluxing for 1 hour, and the solvent was distilled off. 150 ml of diethyl ether and 50 ml of water were then added to the residue and the organic layer was separated, dried over anhydrous sodium sulfate and concentrated under a reduced pressure. The residue thus obtained was distilled under a reduced pressure to obtain 25.5 g (53.8% yield) of substantially pure N-carboethoxy-O-(2,4,6-trimethylbenzyl)hydroxylamine having a boiling point of 148°-153° C/0.9 mmHg.

後処理

  1. customto prepare a solution
  2. additionwas added to the resulting solution at room temperature
  3. temperatureThe resulting mixture was heated
  4. temperatureunder refluxing for 1 hour
  5. distillationthe solvent was distilled off
  6. addition150 ml of diethyl ether and 50 ml of water were then added to the residue
  7. customthe organic layer was separated
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated under a reduced pressure
  10. customThe residue thus obtained
  11. distillationwas distilled under a reduced pressure

出典と根拠

ORDレコード
ord-aefd2ebf1ba44294a55a17ee2a194edc
出典データセット
uspto-grants-1977_04
特許番号
US04017512

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