Sodium hydride → Benzyl 4-(2-phenyloxiran-2-yl)piperidine-1-carboxylate

HRID 509202노트

반응식

HRID 509202 반응식
[I-].[CH3:2][S+](C)(C)=O.[H-].[Na+].[C:9]([CH:17]1[CH2:22][CH2:21][N:20]([C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:24])[CH2:19][CH2:18]1)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1COCC1>[C:10]1([C:9]2([CH:17]3[CH2:18][CH2:19][N:20]([C:23]([O:25][CH2:26][C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)=[O:24])[CH2:21][CH2:22]3)[CH2:2][O:16]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 57779495Benzyl 4-benzoylpiperidine-1-carboxylate

생성물 1

HCID 57779569Benzyl 4-(2-phenyloxiran-2-yl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
55 °C

실험 절차

A mixture of trimethylsulfoxonium iodide (2.402 g, 10.91 mmol) and sodium hydride (0.436 g, 10.91 mmol) in THF (20 mL) was heated at 55° C. for 3 h then a solution of compound 87 (2.82 g, 8.73 mmol) in THF (10 mL) was added. The reaction mixture was stirred for 36 h, quenched with water, extracted with ether and the combined organics were washed with water, brine, dried over Na2SO4, filtered and concentrated to afford compound 88 used as a crude in the next step.

후처리

  1. customquenched with water
  2. extractionextracted with ether
  3. washthe combined organics were washed with water, brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-47a0692d80a84ad6abc82a1fbdd45245
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096565B2

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