2(3H)-Benzoxazolone → 3-(3-methyl-3-nitro-butyl)-3H-benzoxazol-2-one

HRID 33371

反応式

HRID 33371 の反応式
[H-].[Na+].[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[NH:5][C:4]1=[O:12].IC[CH2:15][CH2:16][C:17]([CH3:22])([N+:19]([O-:21])=[O:20])[CH3:18]>CN(C=O)C>[CH3:18][C:17]([N+:19]([O-:21])=[O:20])([CH3:22])[CH2:16][CH2:15][N:5]1[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:3][C:4]1=[O:12]

参加物

5

反応物 3

HCID 60432(3H)-BenzoxazoloneHCID 24758Sodium hydrideHCID 99430631-Iodo-4-methyl-4-nitro-pentane

生成物 1

HCID 574358403-(3-methyl-3-nitro-butyl)-3H-benzoxazol-2-one収率 132%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

1.70 g (42.5 mmol) sodium hydride (60%) are added batchwise to a solution of 4.50 g (33.3 mmol) benzoxazol-2-one in 50 mL DMF, while the temperature is kept below 0° C. by cooling. After one hour's stirring a solution of 9.61 g (37.4 mmol) 1-iodo-4-methyl-4-nitro-pentane in 20 mL DMF is added dropwise so that the temperature does not exceed 5° C. The mixture is stirred overnight at ambient temperature and the solvent is distilled off. The residue is taken up in ethyl acetate and washed successively with water and sodium chloride solution, dried with sodium sulphate and evaporated down. 11.0 g oil are obtained. Mass spectroscopy: [M+H]+=265.

後処理

  1. customis kept below 0° C.
  2. temperatureby cooling
  3. additionis added dropwise so that the temperature
  4. customdoes not exceed 5° C
  5. distillationthe solvent is distilled off
  6. washwashed successively with water and sodium chloride solution
  7. dry with materialdried with sodium sulphate
  8. customevaporated down

出典と根拠

ORDレコード
ord-2572b530e9004b67923d115b5b647add
出典データセット
uspto-grants-2008_09
特許番号
US07429583B2

関連ノート

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