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

HRID 237883
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HRID 237883 반응식
[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]
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참가 물질

6

반응물 4

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

생성물 1

HCID 866402421-But-3-enyl-4-cyclohexyl-benzene수율 82%

시약·촉매·용매 1

HCID 10795
1,1-Dimethoxyethane
용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4eae31e673ae496d881f5e6693c56fa0
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08642603B2

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