(Diethylamino)sulfur trifluoride → HCID 66961388、化合物

HRID 2247487ノート

反応式

HRID 2247487 の反応式
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

参加物

5

反応物 3

HCID 123472(Diethylamino)sulfur trifluoride2 回HCID 516892Sodium BicarbonateHCID 11065868(R)-2-(1-hydroxymethyl-2-phenylethyl)isoindole-1,3-dione

生成物 1

HCID 66961388HCID 66961388、化合物収率 4.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(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.

後処理

  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)

出典と根拠

ORDレコード
ord-4c44c67fd706405eab28fda89dbce345
出典データセット
uspto-grants-2010_03
特許番号
US07687640B2

反応ノート

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