Methyl formate → Methyl bicyclo(2.2.1)heptane-1-carboxylate

HRID 929407노트

반응식

HRID 929407 반응식
[Cl-].C([N+]1(C)CCCC1)CCC.[CH:12]12[CH2:18][CH:15]([CH2:16][CH2:17]1)[CH:14]=[CH:13]2.[CH:19]([O:21][CH3:22])=[O:20]>[Ru].[Co]>[C:12]12([C:19]([O:21][CH3:22])=[O:20])[CH2:18][CH:15]([CH2:16][CH2:17]1)[CH2:14][CH2:13]2

참가 물질

6

반응물 3

HCID 7865Methyl formateHCID 103522-NorborneneHCID 117690951-Butyl-1-methylpyrrolidinium chloride

생성물 1

HCID 137523Methyl bicyclo(2.2.1)heptane-1-carboxylate

시약·촉매·용매 2

HCID 23950Ruthenium촉매HCID 104730Cobalt촉매

반응 조건

온도
120 °C

실험 절차

In a pressure reactor made of stainless steel and having an internal volume of 50 ml, 0.05 mmol of [Ru(CO)3Cl2]2 as a ruthenium compound, 0.05 mmol of Co2(CO)8 as a cobalt compound, and 0.25 mmol of butylmethylpyrrolidinium chloride as a halide salt were introduced and mixed at room temperature, and thus a catalyst system was obtained. 5.0 mmol of norbornene and 5.0 mL of methyl formate were added to this catalyst system, subsequently the reactor was purged with nitrogen gas at 0.5 MPa, and the system was maintained for 15 hours at 120° C. Thereafter, the reactor was cooled to room temperature, and the pressure was released. A portion of the remaining organic phase was withdrawn, and the components of the reaction mixture were analyzed by using gas chromatography. According to the analysis results, the amount of methyl norbornane monocarboxylate produced by the reaction was 7.07 mmol (yield in terms of norbornene 70.7%).

후처리

  1. additionwere introduced
  2. additionmixed at room temperature
  3. customthus a catalyst system was obtained
  4. customsubsequently the reactor was purged with nitrogen gas at 0.5 MPa
  5. temperatureThereafter, the reactor was cooled to room temperature
  6. customA portion of the remaining organic phase was withdrawn
  7. customresults

출처 및 근거

ORD 기록
ord-ec44b900218347238a69cbbea6c1a5b0
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09295981B2

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