Ammonium Chloride → HCID 22032377, 화합물

HRID 1792497노트

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HRID 1792497 반응식
Br[C:2]1[S:3][C:4]([S:7][CH3:8])=[CH:5][CH:6]=1.C([Li])CCC.[CH:14]([CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1)=[O:15].[Cl-].[NH4+]>O1CCCC1.CCCCCC.O>[OH:15][CH:14]([C:2]1[S:3][C:4]([S:7][CH3:8])=[CH:5][CH:6]=1)[CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1

참가 물질

8

반응물 4

HCID 25517Ammonium ChlorideHCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylateHCID 220320322-broMo-5-(Methylthio)thiopheneHCID 178418339Butyllithium

생성물 1

HCID 22032377HCID 22032377, 화합물수율 73%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

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온도
0 °C

실험 절차

1.2 g of 2-bromo-5-(methylsulfanyl)thiophen (compound in Production Example 45) was dissolved in 20 mL anhydrous tetrahydrofuran, and 3.72 mL solution of 1.59 M n-butyl lithium in hexane was added dropwise there to at −70° C. After the mixture was stirred for 1 hour, 6 ml solution of 1.2 g t-butyl 4-formyl-piperidine-1-carboxylate in anhydrous tetrahydrofuran was added dropwise thereto and stirred at −70° C. for 2 hours. The temperature of the reaction solution was gradually increased to 0° C., water and an ammonium chloride solution were added thereto, and the reaction solution was extracted with ethyl acetate. The extract was dried over magnesium sulfate and purified by silica gel column chromatography (ethyl acetate/hexane), to give 1.41 g of the title compound as pale pink crystals.

후처리

  1. stirringstirred at −70° C. for 2 hours
  2. extractionthe reaction solution was extracted with ethyl acetate
  3. dry with materialThe extract was dried over magnesium sulfate
  4. custompurified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-d25aea702e9447dabf441251e5cc1cd6
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074801B1

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