Sodium Hydroxide → 4-Methyl-1-(2-nitrophenyl)piperazine-2-carboxylic acid

HRID 1390364노트

반응식

HRID 1390364 반응식
[OH-].[Na+].C([O:5][C:6]([CH:8]1[CH2:13][N:12]([CH3:14])[CH2:11][CH2:10][NH:9]1)=[O:7])C.[N+:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1F)([O-:17])=[O:16]>O.C(O)C>[CH3:14][N:12]1[CH2:11][CH2:10][N:9]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N+:15]([O-:17])=[O:16])[CH:8]([C:6]([OH:5])=[O:7])[CH2:13]1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 738951-Fluoro-2-nitrobenzeneHCID 12558522Ethyl 4-methylpiperazine-2-carboxylate

생성물 1

HCID 203786594-Methyl-1-(2-nitrophenyl)piperazine-2-carboxylic acid

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매2회

실험 절차

A solution of 6.6 g. (0.164 mole) of sodium hydroxide, 28.2 g. (0.165 mole) of ethyl-4-methylpiperazine-2-carboxylate, 20 ml. of water and 200 ml. of ethanol is refluxed for 3 hours. This solution is then added under nitrogen to a hot stirred solution of o-nitrofluorobenzene in 300 ml. of ethanol and 30 ml. of water. The resultant solution is refluxed for 48 hours, cooled and filtered to give 12.8 g. of yellow product, m.p. 222°-225°. Concentration of the mother liquors to ~100 ml. and adjusting the pH to 6 yields an additional 6.6 g. of product. Further concentration of mother liquors gives yet another 3 g. of product. Total yield is 22.4 g., 51.5%. The analytical sample had m.p. 234° dec.

후처리

  1. temperaturecooled
  2. filtrationfiltered
  3. customto give 12.8 g
  4. customyields an additional 6.6 g
  5. concentrationFurther concentration of mother liquors
  6. customgives yet another 3 g

출처 및 근거

ORD 기록
ord-d1c1b8e73acb44bebe04ad71ae279013
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04138567

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