Methanol → HCID 18324374、化合物

HRID 1251903ノート

反応式

HRID 1251903 の反応式
S(Cl)(Cl)(=O)=O.[OH:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH:8]=1.[CH3:23]O>>[CH3:15][CH2:7][CH2:8][CH:9]([CH3:16])[CH3:10].[OH:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([O:13][CH3:23])=[O:12])=[C:9]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH:8]=1

参加物

5

反応物 3

HCID 887MethanolHCID 24648Sulfuryl chlorideHCID 23499550HCID 23499550、化合物

生成物 2

HCID 78922-MethylpentaneHCID 18324374HCID 18324374、化合物収率 65%

実験手順

Sulphuryl chloride (4.4 ml) was carefully added to a solution of 4-hydroxy-2-(4-fluorophenyl)benzoic acid (20.8 g, 0.0896 mol) (from Example 32) in methanol (220 ml) and the mixture heated at reflux for 16 hours. The solvent was removed under reduced pressure and the residue partitioned between ethyl acetate and aqueous NaHCO3 (pH ˜8). The organic phase was washed with water, brine, dried (MgSO4), filtered and evaporated to give a sticky brown solid which, on trituration with isohexane, gave methyl 4-hydroxy-2-(4-fluorophenyl)benzoate (14.34 g, 65% yield).

後処理

  1. temperaturethe mixture heated
  2. temperatureat reflux for 16 hours
  3. customThe solvent was removed under reduced pressure
  4. customthe residue partitioned between ethyl acetate and aqueous NaHCO3 (pH ˜8)
  5. washThe organic phase was washed with water, brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated
  9. customto give a sticky brown solid which

出典と根拠

ORDレコード
ord-f91c06903a174c3b8defd61d54b0564a
出典データセット
uspto-grants-2002_01
特許番号
US06342765B1

反応ノート

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