Sodium Hydroxide → 3-(Trityloxy)azetidine hydrochloride

HRID 2377183ノート

反応式

HRID 2377183 の反応式
[C:1]([O:20][CH:21]1[CH2:24][N:23](C(=O)C)[CH2:22]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].C(OCC)(=O)C.[ClH:36]>CO.C(OCC)(=O)C>[ClH:36].[C:1]([O:20][CH:21]1[CH2:22][NH:23][CH2:24]1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 21866389Hydrogen chloride-ethyl acetateHCID 219901691-[3-(Trityloxy)-1-azetidinyl]-1-ethanone

生成物 1

HCID 219901143-(Trityloxy)azetidine hydrochloride

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In 88 mL of methanol was suspended 22.0 g of 1-[3-(trityloxy)-1-azetidinyl]-1-ethanone, followed by adding thereto 66 mL of a 5 mol/L aqueous sodium hydroxide solution, and the resulting mixture was refluxed for 9 hours. The reaction mixture was distilled under reduced pressure to remove the solvent, and 110 mL of water and 220 mL of ethyl acetate were added to the residue, after which the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then distilled under reduced pressure to remove the solvent. The oil thus obtained was dissolved in 154 mL of ethyl acetate, and to the resulting solution was added 25 mL of a 2.95 mol/L dried hydrogen chloride-ethyl acetate solution, after which the resulting mixture was stirred at room temperature. The crystals precipitated were collected by filtration to obtain 13.7 g of 3-(trityloxy)azetidine hydrochloride as colorless crystals.

後処理

  1. additionby adding
  2. distillationThe reaction mixture was distilled under reduced pressure
  3. customto remove the solvent, and 110 mL of water and 220 mL of ethyl acetate
  4. additionwere added to the residue
  5. customafter which the organic layer was separated
  6. washThe organic layer was washed with water
  7. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
  8. distillationdistilled under reduced pressure
  9. customto remove the solvent
  10. customThe oil thus obtained
  11. customThe crystals precipitated
  12. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-c334ba579ff94c38b3591459b5d78d84
出典データセット
uspto-grants-2008_12
特許番号
US07468443B2

反応ノート

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