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

HRID 1745867노트

반응식

HRID 1745867 반응식
[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

참가 물질

4

반응물 2

HCID 6346DiiodomethaneHCID 22227278HCID 22227278, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-44b25bb211304a6981e5249bc99ac7bc
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07019172B2

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