Water → 3-(1-Triphenylmethylimidazol-2-yl)-1-(tetrahydropyran-2-yloxy)propane

HRID 638324

반응식

HRID 638324 반응식
[C:1]1([C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:8]2[CH:12]=[CH:11][N:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li]CCCC.I[CH2:31][CH2:32][CH2:33][O:34][CH:35]1[CH2:40][CH2:39][CH2:38][CH2:37][O:36]1.O>C1COCC1.CCCCCC>[C:19]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:8]2[CH:12]=[CH:11][N:10]=[C:9]2[CH2:31][CH2:32][CH2:33][O:34][CH:35]2[CH2:40][CH2:39][CH2:38][CH2:37][O:36]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 618231DechloroclotrimazoleHCID 110329072-(3-iodopropoxy)tetrahydro-2H-pyranHCID 178418339Butyllithium

생성물 1

HCID 202534833-(1-Triphenylmethylimidazol-2-yl)-1-(tetrahydropyran-2-yloxy)propane

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

A solution of 310 mg (1 mmol) of 1-triphenylmethylimidazole (K H. Buchel et al.; Drugs Made in Germany, 1972, 15, 77) in 12 ml of dry THF is cooled to 0° under nitrogen and treated with 0.647 ml (1.1 mmol) of 1.7M solution of n-BuLi in hexane. The solution is stirred at room temperature for 1 hour, then recooled to 0° and treated with 405 mg (1.5 mmol) of 1-iodo-3-(tetrahydropyran-2-yloxy)propane dissolved in 2 ml of dry THF. The reaction mixture is allowed to warm to room temperature overnight, then poured into water and extracted with ethyl acetate. The organic extract is rinsed with brine and dried (MgSO4). Removal of solvents in vacuo affords the title A compound.

후처리

  1. customrecooled to 0°
  2. temperatureto warm to room temperature overnight
  3. extractionextracted with ethyl acetate
  4. extractionThe organic extract
  5. washis rinsed with brine
  6. dry with materialdried (MgSO4)
  7. customRemoval of solvents in vacuo
  8. customaffords the title A compound

출처 및 근거

ORD 기록
ord-8c99b2965d3f401d90ccab40f4d33597
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04560680

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