Acetaldehyde → HCID 12874036, 화합물

HRID 444544노트

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HRID 444544 반응식
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]

참가 물질

7

반응물 4

HCID 177AcetaldehydeHCID 5234Sodium ChlorideHCID 2724682Lithium diisopropylamideHCID 12874034HCID 12874034, 화합물

생성물 1

HCID 12874036HCID 12874036, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-78 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a510198c04074f4ca00c9773351d2b2a
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04264621

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