Bicarbonate Ion → 1-But-3-enyl-4-cyclohexyl-benzene

HRID 237883

反応式

HRID 237883 の反応式
[CH:1]1([C:7]2[CH:28]=[CH:27][C:10]([CH2:11]OP(C3C=CC=CC=3)(C3C=CC=CC=3)=O)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:29]([Si](C)(C)C)[CH:30]=[CH2:31].C[Si](OS(C(F)(F)F)(=O)=O)(C)C.C(=O)(O)[O-]>COC(OC)C>[CH2:11]([C:10]1[CH:9]=[CH:8][C:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[CH:28][CH:27]=1)[CH2:31][CH:30]=[CH2:29]

参加物

6

反応物 4

HCID 769Bicarbonate IonHCID 65367Trimethylsilyl triflateHCID 69808AllyltrimethylsilaneHCID 68529340Diphenyl-phosphinic acid 4-cyclohexyl-benzyl ester

生成物 1

HCID 866402421-But-3-enyl-4-cyclohexyl-benzene収率 82%

試薬・触媒・溶媒 1

HCID 107951,1-Dimethoxyethane溶媒

反応条件

温度
0 °C

実験手順

To a stirred mixture of diphenyl-phosphinic acid 4-cyclohexyl-benzyl ester (1 g, 2.56 mmol) and 1.22 ml (7.69 mmol) of allyltrimethylsilane in 12 ml of dry dimethoxy-ethane at 0° C. was added 0.46 ml of trimethylsilyltriflate. The mixture was stirred at 0° C. for 1 h, poured into saturated bicarbonate, extracted with ethyl acetate, washed with water, dried (sodium sulfate) filtered and concentrated. The material was purified by chromatography on silica gel, eluting with ethyl acetate/heptane to provide 0.45 g of the title compound.

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried (sodium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe material was purified by chromatography on silica gel
  7. washeluting with ethyl acetate/heptane

出典と根拠

ORDレコード
ord-4eae31e673ae496d881f5e6693c56fa0
出典データセット
uspto-grants-2014_02
特許番号
US08642603B2

関連ノート

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