(Diethylamino)sulfur trifluoride → HCID 66961388, 화합물

HRID 1362623노트

반응식

HRID 1362623 반응식
O[CH2:2][C@H:3]([N:11]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:21])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.CCN(S(F)(F)[F:28])CC.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[F:28][CH2:2][C@H:3]([N:11]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:21])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 123472(Diethylamino)sulfur trifluoride2회HCID 516892Sodium BicarbonateHCID 11065868(R)-2-(1-hydroxymethyl-2-phenylethyl)isoindole-1,3-dione

생성물 1

HCID 66961388HCID 66961388, 화합물수율 4.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(R)-2-(1-hydroxymethyl-2-phenylethyl)isoindole-1,3-dione (1.20 g) was added to a methylene chloride (20 mL) solution of DAST (825 mg) at −78° C. and the reaction solution was agitated at room temperature. DAST (500 mg) was added to the reaction solution after 2 hours, and the reaction solution was agitated at 50° C. for 3 hours. Saturated sodium bicarbonate solution was added for reaction solution to the reaction solution after allowing the reaction solution to be cooled to room temperature, and the organic layer was partitioned. The organic layer was concentrated under reduced pressure after dried over anhydrous magnesium sulfate. The residue was purified by silica gel column chromatography (heptane-ethyl acetate system), and 52 mg of the title compound was obtained.

후처리

  1. stirringthe reaction solution was agitated at 50° C. for 3 hours
  2. temperatureto be cooled to room temperature
  3. customthe organic layer was partitioned
  4. concentrationThe organic layer was concentrated under reduced pressure
  5. dry with materialafter dried over anhydrous magnesium sulfate
  6. customThe residue was purified by silica gel column chromatography (heptane-ethyl acetate system)

출처 및 근거

ORD 기록
ord-bde2a001f87c454594834bfc2192e8a0
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07880009B2

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