Acetic Acid → 4-nitro-2,3-dihydro-1H-indene-2-carboxylic acid

HRID 1266145노트

반응식

HRID 1266145 반응식
C([C:3]1([C:15]([O:17]CC)=[O:16])[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:12]([O-:14])=[O:13])[CH2:4]1)#N.C(O)(=O)C.Cl>O>[N+:12]([C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[CH2:11][CH:3]([C:15]([OH:17])=[O:16])[CH2:4]2)([O-:14])=[O:13]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 185489912-Cyano-2-ethoxycarbonyl-4-nitroindan

생성물 1

HCID 185458324-nitro-2,3-dihydro-1H-indene-2-carboxylic acid수율 107.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2-cyano-2-ethoxycarbonyl-4-nitroindan (21 g, 81 mmol), acetic acid (290 mL), hydrochloric acid (37%, 130 mL) and water (140 mL) was stirred under reflux temperature over night. The acid was evaporated in vacuo and the residue was made alkaline with a 2 M sodium hydroxide solution. The mixture was stirred at room temperature, insoluble matter was filtered and the filtrate was acidified with hydrochloric acid. The obtained precipitate was filtered and washed with water to afford 18 gram of the crude acid: mp ˜140° C.; EIMS (70 eV) m/z (relative intensity) 207 (40, M+).

후처리

  1. temperatureunder reflux temperature over night
  2. customThe acid was evaporated in vacuo
  3. stirringThe mixture was stirred at room temperature
  4. filtrationinsoluble matter was filtered
  5. filtrationThe obtained precipitate was filtered
  6. washwashed with water

출처 및 근거

ORD 기록
ord-469d7ed0a29e4029aa28ffc9e8bd480e
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548498B1

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