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

HRID 2278952ノート

反応式

HRID 2278952 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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+).

後処理

  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)

出典と根拠

ORDレコード
ord-4715afd095904ffaa2594630c613c78a
出典データセット
uspto-grants-2015_09
特許番号
US09133183B2

反応ノート

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