Diiodomethane → 1-[2-(Cyclopropylmethoxy)ethyl]-4-(phenylmethoxy)benzene

HRID 1745867ノート

反応式

HRID 1745867 の反応式
[CH2:1]([O:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)[CH:2]=[CH2:3].I[CH2:22]I>CCOCC>[CH2:14]([O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][O:4][CH2:1][CH:2]2[CH2:22][CH2:3]2)=[CH:8][CH:9]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

4

反応物 2

HCID 6346DiiodomethaneHCID 22227278HCID 22227278、化合物

生成物 1

HCID 115146971-[2-(Cyclopropylmethoxy)ethyl]-4-(phenylmethoxy)benzene

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a suspension of Zn/Cu couple (3.24 g) and dry ether (20 ml) was added to the compound of formula (7), (2 g, 0.0075 mol) in ether (10 ml) followed by the addition of diiodomethane (4.2 ml, 0.052 mol). The reaction mixture was refluxed under nitrogen atmosphere for 72 h (monitored by TLC) and filtered. The filtrate was washed with water, dried, concentrated and the residue purified by column chromatography on silica gel, eluting with light petroleum ether:ethyl acetate(2:50) to afford pure product of formula (8), as an oil 1.8 g (85%).

後処理

  1. temperatureThe reaction mixture was refluxed under nitrogen atmosphere for 72 h (monitored by TLC)
  2. filtrationfiltered
  3. washThe filtrate was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customthe residue purified by column chromatography on silica gel
  7. washeluting with light petroleum ether:ethyl acetate(2:50)

出典と根拠

ORDレコード
ord-44b25bb211304a6981e5249bc99ac7bc
出典データセット
uspto-grants-2006_03
特許番号
US07019172B2

反応ノート

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