1,1-Dibromo-1-pentene → HCID 70653185, 화합물

HRID 2275394노트

반응식

HRID 2275394 반응식
C[Sn]1(C)[C:9]2[CH:8]=[CH:7][S:6][C:5]=2[C:4]2[S:10][CH:11]=[CH:12][C:3]1=2.Br[C:15](Br)=[CH:16][CH2:17][CH2:18][CH3:19]>C1COCC1.CC(C)([P](C(C)(C)C)([Pd][P](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C(C)(C)C)C>[CH:16](=[C:15]1[C:9]2[CH:8]=[CH:7][S:6][C:5]=2[C:4]2[S:10][CH:11]=[CH:12][C:3]1=2)[CH2:17][CH2:18][CH3:19]

참가 물질

5

반응물 2

HCID 5340761,1-Dibromo-1-penteneHCID 86688839HCID 86688839, 화합물

생성물 1

HCID 70653185HCID 70653185, 화합물수율 37%

시약·촉매·용매 2

HCID 178418851HCID 178418851, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

500 mg (1.6 mmol) of 52 and 364 mg (1.6 mmol) of dibromopentene were dissolved in 32 ml of freshly distilled THF, and 42 mg (80 μmol) of bis(tri-tert-butylphosphine)palladium(0) were added. The reaction mixture was refluxed while stirring for 8 hours. THF was removed by rotary evaporation and the residue was taken up in n-hexane. The crude product was purified by means of column chromatography (n-hexane as the eluent (Rf=0.4)) to obtain 115 mg of the target compound 53 (37% yield). GC-MS m/z 232 (18.10 min).

후처리

  1. additionwere added
  2. temperatureThe reaction mixture was refluxed
  3. customTHF was removed by rotary evaporation
  4. customThe crude product was purified by means of column chromatography (n-hexane as the eluent (Rf=0.4))

출처 및 근거

ORD 기록
ord-d289abcd4d284d4ba8ed7126bc7a6281
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09127020B2

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