Sodium Fluoride → HCID 59996170、化合物

HRID 490130

反応式

HRID 490130 の反応式
[F:1]C(F)(N(CC)CC)C(F)C(F)(F)F.O[C@@H:16]1[CH2:20][N:19]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[C@H:18]([C:31]([O:33][CH3:34])=[O:32])[CH2:17]1.[F-].[Na+].C(=O)([O-])[O-].[K+].[K+]>ClCCl.C(OCC)(=O)C.CCCCCC>[F:1][CH:16]1[CH2:20][N:19]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[C@H:18]([C:31]([O:33][CH3:34])=[O:32])[CH2:17]1

参加物

7

反応物 4

HCID 5235Sodium FluorideHCID 11430Potassium CarbonateHCID 136149N,N-Diethyl-1,1,2,3,3,3-hexafluoropropylamineHCID 688413(2S,4S)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

生成物 1

HCID 59996170HCID 59996170、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 21226206Ethyl acetate hexane溶媒

実験手順

5.11 g of a mixture (approximately 3:1) of 1,1,2,3,3,3-hexafluoro-1-(diethylamino)propane and 1,2,3,3,3-pentafluoro-1-(diethylamino)-2-propene was added dropwise over a period of 10 minutes, and under ice cooling, to a suspension of 5.33 g of 1-benzyl 2-methyl(2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate and 962 mg of sodium fluoride in 53 mL of dichloromethane, after which the reaction mixture was stirred for 16 hours at room temperature. After this, 100 mL of a 5% potassium carbonate aqueous solution was added under ice cooling to the reaction solution, and the reaction mixture was stirred for 30 minutes at the same temperature. After liquid separation, the aqueous layer thus obtained was extracted with chloroform (30 mL×2), and the combined organic layer was washed with 50 mL of saturated brine and dried with magnesium sulfate, after which the drying agent was filtered off and the solvent was distilled off under reduced pressure. The residue thus obtained was subjected to column chromatography (silica gel 60, mobile phase: ethyl acetate/n-hexane=3/7; v/v) to obtain 1.50 g of the titled compound (colorless oil).

後処理

  1. stirringthe reaction mixture was stirred for 30 minutes at the same temperature
  2. customAfter liquid separation
  3. customthe aqueous layer thus obtained
  4. extractionwas extracted with chloroform (30 mL×2)
  5. washthe combined organic layer was washed with 50 mL of saturated brine
  6. dry with materialdried with magnesium sulfate
  7. filtrationafter which the drying agent was filtered off
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe residue thus obtained

出典と根拠

ORDレコード
ord-23b82c3f6729461b87a08960b533cf4b
出典データセット
uspto-grants-2009_05
特許番号
US07528124B2

関連ノート

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