Diethyl Ether → 2,2-Dichloro-3-oxocyclobutyl pivalate

HRID 473368

반응식

HRID 473368 반응식
[C:1](OC=C)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].Cl[C:11]([Cl:16])([Cl:15])[C:12](Cl)=[O:13].[O-][Mn](=O)(=O)=O.[K+].[CH3:23][CH2:24][O:25]CC>[Zn]>[C:1]([O:13][CH:12]1[CH2:23][C:24](=[O:25])[C:11]1([Cl:16])[Cl:15])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

참가 물질

6

반응물 4

HCID 3283Diethyl Ether2회HCID 6420Trichloroacetyl chlorideHCID 256591Vinyl pivalateHCID 516875Potassium Permanganate

생성물 1

HCID 575158702,2-Dichloro-3-oxocyclobutyl pivalate

시약·촉매·용매 1

HCID 23994Zinc촉매

반응 조건

온도
22.5 °C

실험 절차

To a stirred mixture of vinyl pivalate (30 g, 234 mmol) and zinc (31 g, 468 mmol) in ether (300 ml) was added a solution of 2,2,2-trichloroacetyl chloride (55 g, 304 mmol) in ether (300 ml) dropwise (2-3 h) in a water bath. (Note: fast addition causes the reaction temp. to elevate) while maintaining the reaction temperature between 15-30° C. After the reaction was done (stained with KMnO4 solution), it was filtered through Celite. The filtrate was washed with cold water, brine, dried over MgSO4 and concentrated to give the title compound as an orange solid.

후처리

  1. addition(Note: fast addition
  2. customthe reaction temp
  3. filtrationwas filtered through Celite
  4. washThe filtrate was washed with cold water, brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-052960677a784869b91cdc966dd857ae
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633315B2

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