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

HRID 33371

반응식

HRID 33371 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2572b530e9004b67923d115b5b647add
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429583B2

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