참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | 1,3-Dibromobenzene | HCID 7927 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | Methyl 3-butenoate | HCID 77314 | — |
| 반응물 | 9-Borabicyclo[3.3.1]nonane dimer | HCID 11322441 | — |
| 촉매 | Palladium Chloride | HCID 24290 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | HCID 69991466 | HCID 69991466 | 16% |
반응 단계
[9-Borabicyclo[3.3.1]nonane dimer] (13.4 mL, 6.68 mmol) (9-BBN dimer) was added to a solution of methyl-3-butenoate (0.71 mL, 6.68 mmol) in tetrahydrofuran (2.7 mL) at 0-5° C. under an argon atmosphere, and the mixture was stirred for 4 hours. N,N-Dimethylformamide (27 mL), palladium(II) chloride, dichloromethane (130 g, 0.16 mmol), 1,3-dibromobenzene (0.77 mL, 61.37 mmol) and potassium phosphate (powdered, 1.5 g, 6.94 mmol) were added. The mixture was treated at 50° C. overnight. Water was added and the mixture extracted with diethyl ether. The extract was washed with water, brine, and dried over sodium sulfate, and concentrated to dryness. Purification by flash chromatography, eluting with hexane/ethyl acetate) gave 4-(3-bromophenyl)butyric acid methyl ester as a clear oil (0.26 mg, 16%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06335459B1 |
|---|
| 출처 데이터셋 | uspto-grants-2002_01 |
|---|
| ORD ID | ord-f2d14f1a6ab046f4bbd61fa0d584cbdd |
|---|
| 출처 메모 | uspto-grants-2002_01 |
|---|