Water → HCID 86638989, 화합물

HRID 889282

반응식

HRID 889282 반응식
[Li+].CC([N-][CH:6]([CH3:8])[CH3:7])C.[CH:9]([O:12][C:13](=[O:17])C(C)C)([CH3:11])[CH3:10].Br[CH2:19][C:20]#[CH:21].O>C1COCC1>[CH:9]([O:12][C:13](=[O:17])[C:6]([CH3:7])([CH3:8])[CH2:21][C:20]#[CH:19])([CH3:11])[CH3:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 7842Propargyl bromideHCID 12044Isopropyl isobutyrateHCID 2724682Lithium diisopropylamide

생성물 1

HCID 86638989HCID 86638989, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
0 °C

실험 절차

To a solution of LDA (2M in THF, 5 mL) in THF (5 mL), at −78° C. is added a solution of isobutyric acid isopropyl ester (1.3 g, 10 mmol) in THF (3 mL) dropwise. After the addition is complete, the solution is slowly warmed to 0° C. and stirred there for 1 h. The temperature is reduced to −78° C. and a solution of 3-bromo-propyne (1.2 g, 10 mmol) in THF (3 mL) is added dropwise then the solution is allowed to warm to RT and stirred for 18 h. The mixture is poured into water and extracted with EtOAc. The organic layer is dried, filtered and the solvent is removed under reduced pressure. The residue is purified by flash chromatography using hexane/EtOAc (10:1) as eluent to give the product as a colorless liquid.

후처리

  1. additionAfter the addition
  2. customis reduced to −78° C.
  3. temperatureto warm to RT
  4. stirringstirred for 18 h
  5. extractionextracted with EtOAc
  6. customThe organic layer is dried
  7. filtrationfiltered
  8. customthe solvent is removed under reduced pressure
  9. customThe residue is purified by flash chromatography

출처 및 근거

ORD 기록
ord-80865e194f544a67b55e1f494e0cf682
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252820B2

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