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

HRID 1911146노트

반응식

HRID 1911146 반응식
[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

참가 물질

5

반응물 3

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 59625879HCID 59625879, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dd7293ca75eb4373aaebdc59a0d20db3
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08604017B2

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