Sulfuric Acid → Methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylate

HRID 23323

반응식

HRID 23323 반응식
[OH-].[K+].CO[C:5]([C:12]([F:15])([F:14])[F:13])=[CH:6][C:7]([O:9]CC)=O.[C:16]([O:20][CH3:21])(=[O:19])[CH2:17][SH:18].S(=O)(=O)(O)O>CO>[OH:9][C:7]1[CH:6]=[C:5]([C:12]([F:13])([F:14])[F:15])[S:18][C:17]=1[C:16]([O:20][CH3:21])=[O:19]

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 14797Potassium HydroxideHCID 16907Methyl ThioglycolateHCID 27588673-Methoxy-4,4,4-trifluoro-2-butenoic acid ethyl ester

생성물 1

HCID 2759855Methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylate수율 65%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A solution of 1M potassium hydroxide in methanol (30 ml) is added to a cooled mixture of 5A (4.6 g), methyl thioglycolate (2.46 g) and methanol (10 ml). The resulting reaction mixture was stirred for 24 hours at room temperature. Then the mixture was poured on ice and acidified with 6N sulfuric acid (pH=2). The mixture is extracted with diethyl ether twice. The combined organic phases were washed with water and dried. The mixture was concentrated and the residue is distilled under reduced pressure to yield the product as a clear liquid (3.4 g, 65%) with a boiling point of 42-45° C. at 0.10 mm.

후처리

  1. customThe resulting reaction mixture
  2. additionThen the mixture was poured on ice
  3. extractionThe mixture is extracted with diethyl ether twice
  4. washThe combined organic phases were washed with water
  5. customdried
  6. concentrationThe mixture was concentrated
  7. distillationthe residue is distilled under reduced pressure

출처 및 근거

ORD 기록
ord-25f33b1441b2469da6866ab136bf0f87
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852673B2

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