Water → HCID 86638989、化合物

HRID 889282

反応式

HRID 889282 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 86638989HCID 86638989、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-80865e194f544a67b55e1f494e0cf682
出典データセット
uspto-grants-2012_08
特許番号
US08252820B2

関連ノート

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