Sodium hydride → (R)-1-(tetrahydrofuran-3-yl)imidazolidin-2-one

HRID 2278952노트

반응식

HRID 2278952 반응식
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][C@@H:8]1[CH2:12][CH2:11][O:10][CH2:9]1)=[O:6].[H-].[Na+]>C1COCC1>[O:10]1[CH2:11][CH2:12][C@@H:8]([N:7]2[CH2:2][CH2:3][NH:4][C:5]2=[O:6])[CH2:9]1

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 90426389(R)-1-(2-chloroethyl)-3-(tetrahydrofuran-3-yl)urea

생성물 1

HCID 90427282(R)-1-(tetrahydrofuran-3-yl)imidazolidin-2-one수율 66.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A −20° C. solution of (R)-1-(2-chloroethyl)-3-(tetrahydrofuran-3-yl)urea (0.522 g, 2.71 mmol) in THF (30 mL) was treated with NaH (60% in mineral oil, 0.130 g, 3.25 mmol) and the mixture stirred at RT overnight as the cooling bath expired. The mixture was treated with satd. NH4Cl, dried over MgSO4, concentrated to dryness and purified via silica gel chromatography (MeOH/DCM) to afford (R)-1-(tetrahydrofuran-3-yl)imidazolidin-2-one (280 mg, 66%). MS (ESI) m/z: 157.1 (M+H+).

후처리

  1. additionThe mixture was treated with satd
  2. dry with materialNH4Cl, dried over MgSO4
  3. concentrationconcentrated to dryness
  4. custompurified via silica gel chromatography (MeOH/DCM)

출처 및 근거

ORD 기록
ord-4715afd095904ffaa2594630c613c78a
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133183B2

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