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

HRID 237845노트

반응식

HRID 237845 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-29ed6ef72ce0488699e38aa90154baa0
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642603B2

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