Water → HCID 10448353, 화합물

HRID 486691노트

반응식

HRID 486691 반응식
Cl.[CH3:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[CH:8]([NH:23][CH3:24])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=1[N+:20]([O-])=O.O>[Fe].C(O)C>[NH2:20][C:11]1[CH:12]=[C:13]([C:16]([F:17])([F:18])[F:19])[CH:14]=[CH:15][C:10]=1[CH2:9][CH:8]([C:4]1[S:5][CH:6]=[CH:7][C:3]=1[CH3:2])[NH:23][CH3:24]

참가 물질

5

반응물 2

HCID 962WaterHCID 22414508HCID 22414508, 화합물

생성물 1

HCID 10448353HCID 10448353, 화합물수율 77.1%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매

실험 절차

A mixture of 3.3 g of α-(3-methyl-2-thienyl)-N-methyl-2-nitro-4-trifluoromethylbenzeneethanamine hydrochloride, 4.8 g of iron powder, 13 ml of water, 50 ml of 95% ethanol, and concentrated 350 μl hydrochloric acid was refluxed for 1.5 hrs. The mixture was filtered through Celite, the filter cake washed with water, and the organic phase of the filtrate was concentrated in vacuo. The residue was diluted with 50 ml of water and basified with 10% (aq) sodium hydroxide solution. The aqueous phase was extracted with dichloromethane, and the combined organic phase was dried over anhydrous sodium sulfate and concentrated. The residue was triturated with hexane to afford 2.1 g of product, mp 52°-54° C.

후처리

  1. concentrationconcentrated 350 μl hydrochloric acid
  2. temperaturewas refluxed for 1.5 hrs
  3. filtrationThe mixture was filtered through Celite
  4. washthe filter cake washed with water
  5. concentrationthe organic phase of the filtrate was concentrated in vacuo
  6. additionThe residue was diluted with 50 ml of water
  7. extractionThe aqueous phase was extracted with dichloromethane
  8. dry with materialthe combined organic phase was dried over anhydrous sodium sulfate
  9. concentrationconcentrated
  10. customThe residue was triturated with hexane

출처 및 근거

ORD 기록
ord-dc7da99f302244888a0b425083cf3168
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05292760

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