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

HRID 82960

반응식

HRID 82960 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

HCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonate수율 92%

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-61c31edeb8ca44868d045b53dca99afb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846711B2

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