Dichloromethane → Methyl 4-(1-(naphthalen-1-ylsulfonyl)piperidin-2-yl)butanoate

HRID 1881686노트

반응식

HRID 1881686 반응식
CO[C:3]1[CH:8]=[C:7](C)[C:6]([S:10](Cl)(=[O:12])=[O:11])=[C:5]([CH3:14])[CH:4]=1.CCN([CH2:20][CH3:21])CC.Cl.[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]1[CH2:29][CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33].[CH2:36](Cl)Cl>>[C:6]1([S:10]([N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]2[CH2:29][CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])(=[O:11])=[O:12])[C:5]2[C:4](=[CH:36][CH:20]=[CH:21][CH:14]=2)[CH:3]=[CH:8][CH:7]=1

참가 물질

5

반응물 4

HCID 6344Dichloromethane2회HCID 8471TriethylamineHCID 159174964-Methoxy-2,6-dimethylbenzene-1-sulfonyl chlorideHCID 66772062Methyl 4-(piperidin-2-yl)butanoate hydrochloride

생성물 1

HCID 57904267Methyl 4-(1-(naphthalen-1-ylsulfonyl)piperidin-2-yl)butanoate수율 79%

실험 절차

The sulfonyl chloride 1 (9.76 g, 85.2 mmol) and Et3N (11.8 ml, 85.2 mmol) were dissolved in CH2Cl2 (100 ml), and a solution of diphenylmethanamine (2, 15.61 g, 85.2 mmol) in CH2Cl2 (40 ml) was added dropwise in the course of 10 min. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was washed with aqueous 0.5 M KHSO4 (2×200 ml) and sat. NaCl solution (100 ml), dried over Na2SO4 and concentrated to dryness. Recrystallization from CH2Cl2 at 0-5° C. gave 17.63 g (79%) of the sulfonamide 3.

후처리

  1. washThe reaction mixture was washed with aqueous 0.5 M KHSO4 (2×200 ml) and sat. NaCl solution (100 ml)
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated to dryness
  4. customRecrystallization from CH2Cl2 at 0-5° C.

출처 및 근거

ORD 기록
ord-cf7f4129a0f24a0b98daca5c89f6ae79
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318769B2

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