Hydrochloric Acid → 3-(2-Anilinothiazol-4-yl)allyl alcohol

HRID 2107266ノート

反応式

HRID 2107266 の反応式
CCCCCC.[H-].C([Al+]CC(C)C)C(C)C.[NH:17]([C:24]1[S:25][CH:26]=[C:27]([CH:29]=[CH:30][C:31](OCC)=[O:32])[N:28]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>O1CCCC1.CO>[NH:17]([C:24]1[S:25][CH:26]=[C:27]([CH:29]=[CH:30][CH2:31][OH:32])[N:28]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 21225700DiisobutylaluminumhydrideHCID 54052926Ethyl 3-(2-anilinothiazol-4-yl)acrylate

生成物 1

HCID 538556963-(2-Anilinothiazol-4-yl)allyl alcohol

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-50 °C

実験手順

58 ml of a 1M hexane solution of diisobutyl aluminum hydride was added dropwise at -60° C. to a solution of 4 g of ethyl 3-(2-anilinothiazol-4-yl)acrylate (prepared by the procedure described in Preparation 48) in 40 ml of tetrahydrofuran. The resulting mixture was stirred at -50° C. for 2 hours, then the excess of the reducing reagent was decomposed with 90% aqueous methanol. The mixture was then neutralized with 3N hydrochloric acid and extracted with ethyl acetate. After the extract was dried over anhydrous sodium sulfate. the solvent was evaporated off under reduced pressure, giving crude 3-(2-anilinothiazol-4-yl)allyl alcohol.

後処理

  1. customprepared by the procedure
  2. extractionextracted with ethyl acetate
  3. dry with materialAfter the extract was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated off under reduced pressure

出典と根拠

ORDレコード
ord-b475f0aec9064786b9d13a3a4ce47621
出典データセット
uspto-grants-1990_06
特許番号
US04933355

反応ノート

読み込み中…