1,1-Bis(propan-2-yl) 3,3-dimethoxycyclobutane-1,1-dicarboxylate → 1,1-Bis(propan-2-yl) 3-oxocyclobutane-1,1-dicarboxylate

HRID 1966158노트

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HRID 1966158 반응식
C[O:2][C:3]1(OC)[CH2:6][C:5]([C:13]([O:15][CH:16]([CH3:18])[CH3:17])=[O:14])([C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8])[CH2:4]1>FC(F)(F)C(O)=O.O.CCOC(C)=O>[O:2]=[C:3]1[CH2:6][C:5]([C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8])([C:13]([O:15][CH:16]([CH3:17])[CH3:18])=[O:14])[CH2:4]1

참가 물질

4

반응물 1

HCID 49133591,1-Bis(propan-2-yl) 3,3-dimethoxycyclobutane-1,1-dicarboxylate

생성물 1

HCID 49133571,1-Bis(propan-2-yl) 3-oxocyclobutane-1,1-dicarboxylate수율 99.1%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 22392675Trifluoroacetic acid water용매

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온도
0 °C

실험 절차

A mixture of diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate (3 g, 0.01 mol) in 20 mL of trifluoroacetic acid-water (95:5) was stirred at 0° C. for 4 h. The reaction was diluted with EtOAc, washed with water, saturated NaHCO3 solution, and brine, dried over MgSO4 and evaporated to give crude product (2.4 g) as yellow oil, which was used directly in the next step. H NMR (CDCl3, 400 MHz) δ 5.07 (2H, h, J=6.8 Hz), 3.54 (4H, s), 1.23 (12H, d, J=6.8 Hz) ppm.

후처리

  1. washwashed with water, saturated NaHCO3 solution, and brine
  2. dry with materialdried over MgSO4
  3. customevaporated

출처 및 근거

ORD 기록
ord-2a13090c981f4d908f0a8ebc045a16ec
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420629B2

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