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Methanol → 5-(4,5,7-Trifluorobenzothiazol-2-ylthio)pentanoic acid

HRID 1940629
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HRID 1940629 반응식
O1CCOCC1.CO.C([O:11][C:12](=[O:30])[CH2:13][CH2:14][CH2:15][CH2:16][S:17][C:18]1[S:19][C:20]2[C:26]([F:27])=[CH:25][C:24]([F:28])=[C:23]([F:29])[C:21]=2[N:22]=1)C.[OH-].[Na+]>O>[F:29][C:23]1[C:21]2[N:22]=[C:18]([S:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]([OH:30])=[O:11])[S:19][C:20]=2[C:26]([F:27])=[CH:25][C:24]=1[F:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 538517315-(4,5,7-Trifluorobenzothiazol-2-ylthio)pentanoic acid ethyl ester

생성물 1

HCID 214635625-(4,5,7-Trifluorobenzothiazol-2-ylthio)pentanoic acid수율 31%

시약·촉매·용매 1

HCID 962
Water
용매
2회

실험 절차

To a mixture of dioxane (5 ml), methanol (2.5 ml) and water (2.5 ml) was added 5-(4,5,7-trifluorobenzothiazol-2-ylthio)pentanoic acid ethyl ester (590 mg, 2 mmol) and sodium hydroxide (100 mg, 2.5 mmol) and the resultant mixture was stirred for 15 hours at room temperature. The reaction mixture was diluted with water and washed with ether. The aqueous phase was then acidified with 7% hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with an aqueous saturated saline solution, dried and then evaporated. The resulting oily residue was purified on a silica gel column and crystallized from hexane-isopropyl ether to give 5-(4,5,7-trifluorobenzothiazol-2-ylthio)pentanoic acid (170 mg, 31%) as a colorless powder.

후처리

  1. washwashed with ether
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with an aqueous saturated saline solution
  4. customdried
  5. customevaporated
  6. customThe resulting oily residue was purified on a silica gel column
  7. customcrystallized from hexane-isopropyl ether

출처 및 근거

ORD 기록
ord-5999f821c0df46ca81ebb8073398dfee
출처 데이터셋
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05700819

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