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Hydrochloric Acid → 5-Formyl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

HRID 390763
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반응식

HRID 390763 반응식
Cl.[F:2][C:3]([F:20])([F:19])[CH2:4][NH:5][C:6]([C:8]1[S:9][C:10]([CH:14]2OCC[O:15]2)=[CH:11][C:12]=1[CH3:13])=[O:7]>CC(C)=O>[F:20][C:3]([F:2])([F:19])[CH2:4][NH:5][C:6]([C:8]1[S:9][C:10]([CH:14]=[O:15])=[CH:11][C:12]=1[CH3:13])=[O:7]
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 674294865-[1,3]Dioxolan-2-yl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

생성물 1

HCID 866580355-Formyl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide수율 51.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

HCl (2N, 4 ml) is added to a solution of 5-[1,3]dioxolan-2-yl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (450 mg) in acetone (10 ml). After 4 hours at 50° C. and one night at room temperature, the reaction is quenched with water. The reaction mixture is extracted three times with ethyl acetate. The combined organic phases are dried over Na2SO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 5-formyl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (196 mg) as a yellowish oil. MS (HPLC/MS): 252 (MH+). Retention time: 2.54 min.

후처리

  1. customone night at room temperature, the reaction is quenched with water
  2. extractionThe reaction mixture is extracted three times with ethyl acetate
  3. dry with materialThe combined organic phases are dried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product is purified on a semi-preparative HPLC

출처 및 근거

ORD 기록
ord-0438245b49a54eaca32b0ad08ec39107
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383659B2

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