Tetrabutylammonium Fluoride → 1-[2-(4-Ethynyl-phenoxy)-ethyl]-pyrrolidine

HRID 1916522ノート

反応式

HRID 1916522 の反応式
C[Si]([C:5]#[C:6][C:7]1[CH:20]=[CH:19][C:10]([O:11][CH2:12][CH2:13][N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:9][CH:8]=1)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[C:6]([C:7]1[CH:20]=[CH:19][C:10]([O:11][CH2:12][CH2:13][N:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)=[CH:9][CH:8]=1)#[CH:5]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 673634551-[2-(4-Trimethylsilanylethynyl-phenoxy)-ethyl]-pyrrolidine

生成物 1

HCID 859698151-[2-(4-Ethynyl-phenoxy)-ethyl]-pyrrolidine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Under a nitrogen atmosphere a solution of 12.8 g (44.5 mmol) 1-[2-(4-trimethylsilanylethynyl-phenoxy)-ethyl]-pyrrolidine in 200 mL THF is combined with 15.5 g (49.0 mmol) TBAF and stirred for 3 h at RT. The solvent is distilled off i.vac., the residue taken up in EtOAc, the organic phase is washed with saturated, aqueous NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the product is further reacted without any purification.

後処理

  1. distillationThe solvent is distilled off i.vac
  2. washthe organic phase is washed with saturated, aqueous NaCl solution
  3. dry with materialdried over Na2SO4
  4. customis further reacted without any purification

出典と根拠

ORDレコード
ord-42de2b1666ee4ba2acf6aae17429d693
出典データセット
uspto-grants-2013_12
特許番号
US08618132B2

反応ノート

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