참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2,3-Dichlorobenzoic acid | HCID 5765 | — |
| 반응물 | Methyl iodide | HCID 6328 | — |
| 반응물 | 2,2,6,6-Tetramethylpiperidine | HCID 13035 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 2,3-Dichloro-4-methylbenzoic acid | HCID 53430463 | — |
반응 단계
n-Butyllithium (23.04 mL, 57.6 mmol) was dissolved in tetrahydrofuran (THF) (100 mL) at −20° C. 2,2,6,6-tetramethylpiperidine (9.72 mL, 57.6 mmol) was added dropwise and stirred for 15 minutes maintaining a temperature of −20° C. The solution was cooled to −78° C. whereupon 2,3-dichlorobenzoic acid (5 g, 26.2 mmol, commercially available from e.g. Sigma-Aldrich, Alfa Aesar or Fluorochem) dissolved in Tetrahydrofuran (THF) (50 mL) was added dropwise. The solution was stirred at −78° C. for 1 hour whereupon iodomethane (6.55 mL, 105 mmol) was added dropwise and the mixture allowed to reach room temperature overnight. Solvents were removed in vacuo and the residue partitioned between ethyl acetate (100 mL) and 5N HCl (50 mL). The aqueous phase was extracted with ethyl acetate (3×50 mL), combined extracts were washed with water (50 mL), brine (50 mL) dried over anhydrous magnesium sulfate and concentrated in vacuo to afford a crude solid in 5.90 g.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08501946B2 |
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| 출처 데이터셋 | uspto-grants-2013_08 |
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| ORD ID | ord-a7303675e06e486a8b55e49b01193bf1 |
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| 출처 메모 | uspto-grants-2013_08 |
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