Citric Acid → 4-[(3-Chlorophenyl)thio]benzoic acid

HRID 468131ノート

反応式

HRID 468131 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([S:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.[Li+].[OH-].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1.CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([S:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 59625879HCID 59625879、化合物

生成物 1

HCID 157278294-[(3-Chlorophenyl)thio]benzoic acid

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

A mixture of compound 30c (320 mg, 1.15 mmol), LiOH (110 mg, 4.59 mmol) in THF/MeOH/H2O (3/3/3 mL) was stirred for 4 h. A 15% aqueous citric acid solution (10 mL) was added. The mixture was then extracted with EtOAc (3×). The combined organic extracts were washed with brine, filtered, dried over Na2SO4, and concentrated under reduced pressure. The resultant residue (compound 30d, 290 mg) was dried under reduced pressure for 18 h and was used without further purification.

後処理

  1. extractionThe mixture was then extracted with EtOAc (3×)
  2. washThe combined organic extracts were washed with brine
  3. filtrationfiltered
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. dry with materialThe resultant residue (compound 30d, 290 mg) was dried under reduced pressure for 18 h
  7. customwas used without further purification

出典と根拠

ORDレコード
ord-6ac3e441072c4addbb86ac3971d9799f
出典データセット
uspto-grants-2014_01
特許番号
US08623858B2

反応ノート

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