Hydrochloric Acid → 6-(3-Chloro-2-oxopropyl)-2,2-dimethyl-2H,4H-1,3-dioxin-4-one

HRID 486840노트

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HRID 486840 반응식
[CH3:1][C:2]1([CH3:10])[O:7][C:6](=[O:8])[CH:5]=[C:4]([CH3:9])[O:3]1.[Cl:11][CH2:12][C:13](Cl)=[O:14].[Li+].CC([N-]C(C)C)C.Cl>C(OCC)(=O)C.CCOCC>[CH3:1][C:2]1([CH3:10])[O:7][C:6](=[O:8])[CH:5]=[C:4]([CH2:9][C:13](=[O:14])[CH2:12][Cl:11])[O:3]1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 793682,2,6-Trimethyl-4H-1,3-dioxin-4-oneHCID 2724682Lithium diisopropylamide

생성물 1

HCID 149448286-(3-Chloro-2-oxopropyl)-2,2-dimethyl-2H,4H-1,3-dioxin-4-one수율 69%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8857Ethyl Acetate용매

실험 절차

In an argon gas stream, 20.6 ml of n-butyl lithium (1.6M solution in hexane) were added to 60 ml of an ether solution containing 3.53 g (0.033 mol) of diisopropylamine at -20° C. to form LDA. After stirring for 30 minutes, a mixture of 4.26 g (0.03 mol) of 2,2-dimethyl-6-methyl-1,3-dioxin-4-one and 60 ml of ether as well as 60 ml of an ether solution containing 1.69 g (0.015 mol) of chloroacetyl chloride were added to LDA. After the temperature was gradually returned to room temperature, 10% hydrochloric acid was added thereto to neutralize the solution, and extraction was then carried out with ether. The resultant organic layer was dried over anhydrous magnesium sulfate. Next, the solvent was distilled off, and the residue was then subjected to column chromatography (an eluent of hexane:ethyl acetate=4:1), thereby obtaining 2.26 g (yield 69%) of 2,2-dimethyl-6-(3-chloro-2-oxopropyl)-1,3-dioxin-4-one.

후처리

  1. customwas gradually returned to room temperature
  2. extractionthe solution, and extraction
  3. dry with materialThe resultant organic layer was dried over anhydrous magnesium sulfate
  4. distillationNext, the solvent was distilled off

출처 및 근거

ORD 기록
ord-a65d247b196c473c9f4225b28a2ea62e
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05292891

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