Methyl chloroformate → HCID 59642988, 화합물

HRID 2251613노트

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HRID 2251613 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([CH3:3])[CH3:2].[Li]CCCC.Cl[C:22]([O:24][CH3:25])=[O:23].CCOC(C)=O>C1COCC1.CCCCCC>[CH:1]([C:4]1[CH:5]=[C:6]([O:14][CH3:15])[C:7]([O:10][CH2:11][O:12][CH3:13])=[C:8]([CH:9]=1)[C:22]([O:24][CH3:25])=[O:23])([CH3:3])[CH3:2]

참가 물질

7

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HCID 6586Methyl chloroformateHCID 8857Ethyl AcetateHCID 59643052HCID 59643052, 화합물HCID 178418339Butyllithium

생성물 1

HCID 59642988HCID 59642988, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

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온도
0 °C

실험 절차

To a solution of 4-isopropyl-2-methoxy-1-methoxymethoxy-benzene (2.0 g, 9.51 mmol) in 35 mL dry THF cooled to 0° C., BuLi (9 mL of a 1.6 m solution in hexane, 1.5 eq.) was added dropwise via a syringe and the reaction mixture was stirred 2.5 h at 0° C. This solution was then slowly added to a solution of methyl chloroformate (9 g, 95.1 mmol, 10 eq.) in 10 mL dry THF at 0° C. The mixture was stirred 12 h at r.t. Saturated KHCO3 solution and EtOAc were then added to the solution and the phases were separated. The organic layer was washed twice with saturated NaCl solution, dried over MgSO4 and evaporated in vacuo. The crude product was purified using flash chromatography (silica gel, hexane EtOAc 9:1→6:1) to yield the title compound as a yellowish oil.

후처리

  1. stirringThe mixture was stirred 12 h at r.t
  2. customthe phases were separated
  3. washThe organic layer was washed twice with saturated NaCl solution
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo
  6. customThe crude product was purified

출처 및 근거

ORD 기록
ord-06770eb2a49744f09793e9ad4f5a18dd
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07319101B2

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