Hydrochloric Acid → (R)-4-Cyclohexyl-oxazolidin-2-one

HRID 579188노트

반응식

HRID 579188 반응식
[NH2:1][C@H:2]([CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[CH2:3][OH:4].Cl.CCN(C(C)C)C(C)C.Cl[C:22](Cl)([O:24]C(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[CH:5]1([C@@H:2]2[CH2:3][O:4][C:22](=[O:24])[NH:1]2)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 13617488(2R)-2-amino-2-cyclohexylethan-1-ol

생성물 1

HCID 13347633(R)-4-Cyclohexyl-oxazolidin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (R)-2-Amino-2-cyclohexyl-ethanol.HCl salt (1.0 g, 5.57 mmol, 1.0 equiv) in CH2Cl2 (30.0 mL) at 0° C. was added DIPEA (1.94 mL, 11.1 mmol, 2.0 equiv) followed by triphosgene (4.95 g, 16.7 mmol, 3.0 equiv) and the resulting solution was stirred at room temperature for 12 hours. The solution was then concentrated and the residue was diluted with EtOAc. The solution was washed with water, brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography, (EtOAc 100%) to give product 520 mg.

후처리

  1. concentrationThe solution was then concentrated
  2. additionthe residue was diluted with EtOAc
  3. washThe solution was washed with water, brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography, (EtOAc 100%)

출처 및 근거

ORD 기록
ord-843538dc912c4361ab50ed643abc0dd7
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040690B2

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