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

HRID 1940629
ノート
印刷プレビュー

反応式

HRID 1940629 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962
Water
溶媒
2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5999f821c0df46ca81ebb8073398dfee
出典データセット
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05700819

反応ノート

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