Acetaldehyde → HCID 12874036、化合物

HRID 444544ノート

反応式

HRID 444544 の反応式
C([N-]C(C)C)(C)C.[Li+].[O:9]=[C:10]1[N:17]2[C:12]([CH3:20])([CH2:13][CH2:14][O:15][C:16]2([CH3:19])[CH3:18])[CH2:11]1.[CH:21](=[O:23])[CH3:22].[Cl-].[Na+]>O1CCCC1.O>[O:9]=[C:10]1[N:17]2[C:12]([CH3:20])([CH2:13][CH2:14][O:15][C:16]2([CH3:19])[CH3:18])[CH:11]1[CH:21]([OH:23])[CH3:22]

参加物

7

反応物 4

HCID 177AcetaldehydeHCID 5234Sodium ChlorideHCID 2724682Lithium diisopropylamideHCID 12874034HCID 12874034、化合物

生成物 1

HCID 12874036HCID 12874036、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

To a solution of 1.1 equivalents of freshly prepared lithium diisopropylamide in anhydrous tetrahydrofuran under a nitrogen atmosphere at -78° is added a solution of 8-oxo-2,2,6-trimethyl- 3-oxa-1-azabicyclo[4.2.0]octane in anhydrous tetrahydrofuran which has been cooled to -78° C. After two minutes, the resulting lithium enolate is treated with excess acetaldehyde. The solution is stirred for 30 minutes at -78° and then poured into water. The aqueous phase is saturated with sodium chloride and extracted with ethyl acetate. The combined ethyl acetate solutions are dried over magnesium sulfate and filtered. The filtrate is evaporated under reduced pressure to give the crude product. Purification by chromatography on silica gel using ethylacetate/benzene gives 8-oxo-2,2,6-trimethyl-7-(1-hydroxyethyl)-3-oxa-1-azabicyclo[4.2.0]octane.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined ethyl acetate solutions are dried over magnesium sulfate
  3. filtrationfiltered
  4. customThe filtrate is evaporated under reduced pressure
  5. customto give the crude product
  6. customPurification by chromatography on silica gel

出典と根拠

ORDレコード
ord-a510198c04074f4ca00c9773351d2b2a
出典データセット
uspto-grants-1981_04
特許番号
US04264621

反応ノート

読み込み中…