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99113-85-6 → HCID 67268960、化合物

HRID 251740
ノート
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反応式

HRID 251740 の反応式
[C:1]1([C:7]2[CH:8]=[C:9]([CH:12]=[O:13])[O:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C1COCC1>[C:1]1([C:7]2[CH:8]=[C:9]([CH:12]([OH:13])[CH2:12][CH2:9][CH2:8][CH2:7][CH2:1][CH:2]=[CH2:3])[O:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 1354168999113-85-6

生成物 1

HCID 67268960HCID 67268960、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The resulting Grignard solution was added to a solution of 4-phenyl-2-furaldehyde (1 eq.) in THF at 0° C. under Ar and the mixture was stirred for 30 min. The reaction was quenched by slow addition of sat. aq. NH4Cl solution and the desired product was extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4) and concentrated under reduced pressure. The crude was purified by column chromatography eluting with 5% EtOAc/Petroleum ether to afford the desired alcohol. 1H NMR (300 MHz, CD3Cl3) δ: 7.65 (2H, d, J=7.3 Hz), 7.42 (2H, t, J=7.2 Hz), 7.25-7.15 (1H, m), 6.60 (1H, d, J=5.3 Hz), 6.30 (1H, d, J=5.3 Hz), 5.87-5.75 (1H, m), 5.05-4.89 (2H, m), 4.75-4.65 (1H, m), 2.15-2.05 (2H, m), 1.87-1.75 (2H, m), 1.45-1.35 (6H, m). MS (ES) C18H22O2 requires: 270 found: 271 (M+H)+.

後処理

  1. customThe reaction was quenched by slow addition of sat. aq. NH4Cl solution
  • extractionthe desired product was extracted with EtOAc
  • washThe organic layer was washed with brine
  • dry with materialdried (Na2SO4)
  • concentrationconcentrated under reduced pressure
  • customThe crude was purified by column chromatography
  • washeluting with 5% EtOAc/Petroleum ether
  • 出典と根拠

    ORDレコード
    ord-9176b2c73d3448aa83c9a842f7ed39fb
    出典データセット
    uspto-grants-2011_01
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US07863294B2

    反応ノート

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