1,1-Dibromo-1-pentene → HCID 70653185、化合物

HRID 2275394ノート

反応式

HRID 2275394 の反応式
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]

参加物

5

反応物 2

HCID 5340761,1-Dibromo-1-penteneHCID 86688839HCID 86688839、化合物

生成物 1

HCID 70653185HCID 70653185、化合物収率 37%

試薬・触媒・溶媒 2

HCID 178418851HCID 178418851、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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))

出典と根拠

ORDレコード
ord-d289abcd4d284d4ba8ed7126bc7a6281
出典データセット
uspto-grants-2015_09
特許番号
US09127020B2

反応ノート

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