Oxetan-2-ylmethyl 4-methylbenzenesulfonate → 2-(Oxetan-2-ylmethyl)isoindoline-1,3-dione

HRID 424762ノート

反応式

HRID 424762 の反応式
S(O[CH2:12][CH:13]1[CH2:16][CH2:15][O:14]1)(C1C=CC(C)=CC=1)(=O)=O.[C:17]1(=[O:27])[NH:21][C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.[K]>CN(C=O)C>[C:17]1(=[O:27])[N:21]([CH2:12][CH:13]2[CH2:16][CH2:15][O:14]2)[C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12

参加物

4

反応物 2

HCID 13927594Oxetan-2-ylmethyl 4-methylbenzenesulfonateHCID 24194345Phthalimide potassium salt

生成物 1

HCID 598409352-(Oxetan-2-ylmethyl)isoindoline-1,3-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

A solution of 2-(tosyloxymethyl)oxetane (27 g, 111.4 mmol) (prepared according to A. O. Fitton et al., Synthesis 1987, (12), 1140-2) and potassium phtalimide (20.64 g, 111.4 mmol) in DMF (200 ml) is stirred at a temperature of 120° C. for 18 hours, then evaporated in vacuo. The residue is taken up in ethyl acetate, the organic layer washed with water and brine, dried (Na2SO4), filtered, and evaporated to dryness. The crude solid product (19.8 g, 82%) is used in the next step without further purification.

後処理

  1. customevaporated in vacuo
  2. washthe organic layer washed with water and brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe crude solid product (19.8 g, 82%) is used in the next step without further purification

出典と根拠

ORDレコード
ord-c72bef309ca84da2be1ea59c7b8f74f8
出典データセット
uspto-grants-2012_01
特許番号
US08106075B2

反応ノート

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