Tetrabutylammonium Fluoride → 4-Hydroxy-4-methyl-pent-2-ynoic acid ethyl ester

HRID 237845ノート

反応式

HRID 237845 の反応式
[CH2:1]([O:3][C:4](=[O:15])[C:5]#[C:6][C:7]([CH3:14])([O:9][Si](C)(C)C)[CH3:8])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C(OCC)C>[CH2:1]([O:3][C:4](=[O:15])[C:5]#[C:6][C:7]([OH:9])([CH3:8])[CH3:14])[CH3:2]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 866402384-Methyl-4-trimethylsilanyloxy-pent-2-ynoic acid ethyl ester

生成物 1

HCID 112289264-Hydroxy-4-methyl-pent-2-ynoic acid ethyl ester収率 94.8%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 4-methyl-4-trimethylsilanyloxy-pent-2-ynoic acid ethyl ester (5.4 g, 23.7 mmol) in ethyl ether (50 mL) was added tetrabutylammonium fluoride (TBAF) (7.42 g, 28.4 mmol). The reaction mixture was stirred at room temperature for 2 hours, quenched with H2O, and extracted with ethyl ether. The organic phase was washed with brine, dried (Na2SO4) and concentrated to afford 3.51 g of 4-hydroxy-4-methyl-pent-2-ynoic acid ethyl ester as yellow oil.

後処理

  1. customquenched with H2O
  2. extractionextracted with ethyl ether
  3. washThe organic phase was washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-29ed6ef72ce0488699e38aa90154baa0
出典データセット
uspto-grants-2014_02
特許番号
US08642603B2

反応ノート

読み込み中…