Tetrahydrofuran → 1-(Diphenylmethyl)azetidin-3-yl methanesulfonate

HRID 82960

反応式

HRID 82960 の反応式
[CH2:1]([CH:8]1[CH:11](O)[CH:10]([CH2:13][C:14]2[CH:19]=CC=CC=2)N1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][S:21](Cl)(=[O:23])=[O:22].C([N:27]([CH2:30][CH3:31])[CH2:28]C)C.C1C[O:35]CC1>>[CH3:20][S:21]([O:23][CH:31]1[CH2:28][N:27]([CH:1]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:8]2[CH:11]=[CH:10][CH:13]=[CH:14][CH:19]=2)[CH2:30]1)(=[O:35])=[O:22]

参加物

5

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 131731899Dibenzylazetidin-3-ol

生成物 1

HCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonate収率 92%

実験手順

To a solution of dibenzylazetidin-3-ol (500 mg, 2.09 mmol) in THF (21 mL) at 0° C. under nitrogen was added methanesulfonyl chloride (194 μL, 2.51 mmol) and triethylamine (612 μL, 4.39 mmol). The reaction mixture was stirred for 1 h then concentrated to dryness. The residue was dissolved in dichloromethane, washed with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated to dryness to give the title product (0.61 g, 92%) as a yellow oil.

後処理

  1. concentrationthen concentrated to dryness
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with water and brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-61c31edeb8ca44868d045b53dca99afb
出典データセット
uspto-grants-2014_09
特許番号
US08846711B2

関連ノート

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