Guaiacol → 1-(2-Chloroethoxy)-2-methoxybenzene

HRID 2213794ノート

反応式

HRID 2213794 の反応式
[C:1]1([O:8][CH3:9])[C:2](=[CH:4][CH:5]=[CH:6][CH:7]=1)[OH:3].S(C1C=CC(C)=CC=1)(OC[CH2:15][Cl:16])(=O)=O.[C:24](=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Cl:16][CH2:15][CH2:9][O:8][C:1]1[CH:7]=[CH:6][CH:5]=[CH:4][C:2]=1[O:3][CH3:24]

参加物

5

反応物 3

HCID 460GuaiacolHCID 6639Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 11430Potassium Carbonate

生成物 1

HCID 41438391-(2-Chloroethoxy)-2-methoxybenzene収率 52.2%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture of 52.88 g (0.426 mole) of guaiacol, 100 g (0.426 mole) of chloroethyl tosylate, 88.3 g (0.639 mole) of powdered potassium carbonate and 600 mL of 2-butanone is stirred mechanically and refluxed for 2 days. The reaction is filtered and the solid is rinsed with 2-butanone. The filtrate is evaporated and the residue taken up in ether and washed with 1N NaOH to remove unreacted guaiacol. The ether layer is dried over sodium sulfate, filtered and evaporated to give an oil which slowly crystallized. The solid is isolated with cold cyclohexane to give 41.47 g (52%) of 1-(2-Chloroethoxy)-2-methoxybenzene as a white solid, m.p. 42–3° C.

後処理

  1. temperaturerefluxed for 2 days
  2. filtrationThe reaction is filtered
  3. washthe solid is rinsed with 2-butanone
  4. customThe filtrate is evaporated
  5. washwashed with 1N NaOH
  6. customto remove unreacted guaiacol
  7. dry with materialThe ether layer is dried over sodium sulfate
  8. filtrationfiltered
  9. customevaporated
  10. customto give an oil which
  11. customslowly crystallized
  12. customThe solid is isolated with cold cyclohexane

出典と根拠

ORDレコード
ord-457dd9b08e414a71bf0215fe6cbd9fa8
出典データセット
uspto-grants-2006_09
特許番号
US07105531B2

反応ノート

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