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4,4'-Thiobis(2-tert-butyl-6-methylphenol) → Methyl 2-ethyloxirane-2-carboxylate

HRID 1880931
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HRID 1880931 반응식
[CH2:1]=[C:2]([CH2:7][CH3:8])[C:3]([O:5][CH3:6])=[O:4].C1C=C(Cl)C=C(C(OO)=[O:17])C=1.S(C1C=C(C)C(O)=C(C(C)(C)C)C=1)C1C=C(C)C(O)=C(C(C)(C)C)C=1>ClCCCl>[CH2:7]([C:2]1([C:3]([O:5][CH3:6])=[O:4])[CH2:1][O:17]1)[CH3:8]
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참가 물질

5

반응물 3

HCID 73064,4'-Thiobis(2-tert-butyl-6-methylphenol)HCID 70297m-Chloroperbenzoic acidHCID 75120Butanoic acid, 2-methylene-, methyl ester

생성물 1

HCID 57955599Methyl 2-ethyloxirane-2-carboxylate

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

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온도
80 °C

실험 절차

A mixture of methyl 2-methylenebutanoate (140 mmol), mCPBA (77%, 67 g, 300 mmol) and 4,4′-thiobis(2-tert-butyl-6-methylphenol) (250 mg, 0.7 mmol) in 100 ml of dry 1,2-dichloroethane was refluxed at 80° C. for 2 d. It was then cooled down, solid filtered. Filtrate washed by Na2SO3, NaHCO3, brine and water until clear. It was then concentrated to a light yellow liquid (7.5 g, 41%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.02 (td, J=7.4, 1.3 Hz, 3 H) 1.78 (dq, J=14.6, 7.3 Hz, 1 H) 2.10 (dq, J=15.4, 7.6 Hz, 1 H) 2.80 (dd, J=5.8, 1.0 Hz, 1 H) 3.05 (dd, J=5.8, 1.0 Hz, 1 H) 3.77 (d, J=1.5 Hz, 3 H).

후처리

  1. temperatureIt was then cooled down
  2. filtrationsolid filtered
  3. washFiltrate washed by Na2SO3, NaHCO3, brine and water until clear
  4. concentrationIt was then concentrated to a light yellow liquid (7.5 g, 41%)

출처 및 근거

ORD 기록
ord-274f3146cdeb4941b9384e858cb7506c
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318727B2

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