Acetic Acid → N-{3-[(Propan-2-ylsulfonyl)methyl]phenyl}acetamide

HRID 514703노트

반응식

HRID 514703 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[CH:5]=1)([O-])=O.O.C(Cl)Cl.[C:21](O)(=[O:23])[CH3:22]>[Fe]>[CH3:15][CH:14]([S:11]([CH2:10][C:6]1[CH:5]=[C:4]([NH:1][C:21](=[O:23])[CH3:22])[CH:9]=[CH:8][CH:7]=1)(=[O:13])=[O:12])[CH3:16]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 6344DichloromethaneHCID 225020781-Nitro-3-[(propan-2-ylsulfonyl)methyl]benzene

생성물 1

HCID 70976422N-{3-[(Propan-2-ylsulfonyl)methyl]phenyl}acetamide

시약·촉매·용매 1

HCID 23925Iron촉매

반응 조건

온도
110 °C

실험 절차

A suspension of crude 1-nitro-3-[(propan-2-ylsulfonyl)methyl]benzene (5.0 g) in acetic acid (58 mL) was treated with iron powder (4.7 g), heated for 22 hours at 110° C. bath temperature and cooled to room temperature. Then water (250 mL) and DCM (250 mL) were added, stirred, filtered, dried with sodium sulfate, filtered and concentrated. An analytical sample (200 mg) of the crude title compound (5.6 g) was recrystallized from diethyl ether/ethanol (121 mg). Lit.: [Grohmann and Hathaway, Molbank 2006, M502].

후처리

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customAn analytical sample (200 mg) of the crude title compound (5.6 g) was recrystallized from diethyl ether/ethanol (121 mg)

출처 및 근거

ORD 기록
ord-03d11b2771e24f149965ad6422d46e22
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108926B2

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