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Methanol → Acetic acid 5,5-dimethyl-4-oxo-hex-2-ynyl ester

HRID 553840
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HRID 553840 반응식
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:8]([O:11][CH2:12][C:13]#[CH:14])(=[O:10])[CH3:9].[I-].CO>CCN(CC)CC.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:3][C:2]([CH3:5])([CH3:4])[C:1](=[O:6])[C:14]#[C:13][CH2:12][O:11][C:8](=[O:10])[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 887MethanolHCID 30165Iodide IonHCID 62493Pivaloyl chlorideHCID 69388Propargyl acetate

생성물 1

HCID 86622407Acetic acid 5,5-dimethyl-4-oxo-hex-2-ynyl ester

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매
HCID 8471
Triethylamine
용매

실험 절차

Pivaloyl chloride (612 μl), propargyl acetate (644 μl), cupper iodide (12 mg) and bis-(triphenylphosphine) palladium(II)-dichloride (9.1 mg) in NEt3 (10 ml) were stirred at RT for 24 h. MeOH was added and the mixture was evaporated off. The residue was taken up in Et2O and the resulting suspension filtered off. The solution was washed with a 1M HCl solution, water, dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/3) afforded 343 mg of the desired compound.

후처리

  1. customthe mixture was evaporated off
  2. filtrationthe resulting suspension filtered off
  3. washThe solution was washed with a 1M HCl solution, water
  4. dry with materialdried (Na2SO4)
  5. customevaporated off

출처 및 근거

ORD 기록
ord-6b7e575f8c374d0e97c52bfcfcb28645
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08048881B2

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