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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Methanol → HCID 86634689, 화합물

HRID 1404230
노트
인쇄 미리보기

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HRID 1404230 반응식
C([O:3][C:4](=O)[CH2:5][CH:6]1[CH2:11][CH2:10][CH:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[O:22][C:21]([NH:23][C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=4)=[N:20][CH:19]=3)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)C.CC(C[AlH]CC(C)C)C.CO.O>C(Cl)Cl.[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+]>[Cl:30][C:26]1[CH:25]=[C:24]([NH:23][C:21]2[O:22][C:18]([C:15]3[CH:16]=[CH:17][C:12]([CH:9]4[CH2:8][CH2:7][CH:6]([CH2:5][CH:4]=[O:3])[CH2:11][CH2:10]4)=[CH:13][CH:14]=3)=[CH:19][N:20]=2)[CH:29]=[CH:28][CH:27]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 887MethanolHCID 962WaterHCID 14487Diisobutylaluminum hydrideHCID 66615762(4-{4-[2-(3-Chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-acetic acid ethyl ester

생성물 1

HCID 86634689HCID 86634689, 화합물수율 56.2%

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
HCID 9357Potassium Sodium Tartrate용매

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온도
-78 °C

실험 절차

To a solution of (4-{4-[2-(3-Chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-acetic acid ethyl ester (500 mg, 1.14 mmol) in DCM (20 mL) at −78° C. is added DIBAL-H (1 M in toluene, 2.14 mL, 2.14 mmol) and the mixture is allowed to stir at −78° C. for 2 h. Methanol (3 mL) is added to quench the reaction. The reaction mixture is then poured in ice and Rochelle's salt (4 g). Water (20 mL) is added and the mixture is extracted with EtOAc (3×30 mL). The organic phase is washed with brine (3×30 mL), dried with Na2SO4 and concentrated to give the title compound (253 mg) as a white solid: (M+H)+ 395.2.

후처리

  1. customto quench
  2. customthe reaction
  3. additionThe reaction mixture is then poured in ice
  4. extractionthe mixture is extracted with EtOAc (3×30 mL)
  5. washThe organic phase is washed with brine (3×30 mL)
  6. dry with materialdried with Na2SO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a436583526cf4a7c8293bac17985b303
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08912208B2

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