Sodium Hydroxide → (2E)-4-(tert-butoxy)-4-oxobut-2-enoic acid

HRID 1766135ノート

反応式

HRID 1766135 の反応式
[C:1]([O:5][C:6](=[O:14])/[CH:7]=[CH:8]/[C:9]([O:11]CC)=[O:10])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].[Li+].[Cl-].OS([O-])(=O)=O.[K+]>C1COCC1>[C:1]([O:5][C:6](=[O:14])/[CH:7]=[CH:8]/[C:9]([OH:11])=[O:10])([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 433294Lithium ChlorideHCID 516920Potassium bisulfateHCID 11469708HCID 11469708、化合物

生成物 1

HCID 5797551(2E)-4-(tert-butoxy)-4-oxobut-2-enoic acid収率 82%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-1 (340 mg, 1.7 mmol) was stirred for 1 h at rt with a solution comprised of 4 mL THF, and 4 mL of a solution containing 1 M NaOH and 1 M LiCl. The resulting mixture was acidified to pH 3-4 with 1 M KHSO4 and extracted twice with 30 mL of EtOAc. The extract was washed with 30 mL of brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting material was subjected to silica gel flash chromatography using a gradient of 5–10% methanol in DCM to yield 240 mg (82% yield) of 4-2.

後処理

  1. extractionextracted twice with 30 mL of EtOAc
  2. washThe extract was washed with 30 mL of brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-85aa148c332a4591b2283321e9ae9c37
出典データセット
uspto-grants-2007_06
特許番号
US07230005B2

反応ノート

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