Sodium borohydride → 5-Bromo-2-benzothiazoleethanol

HRID 10399

反応式

HRID 10399 の反応式
C([O:3][C:4](=O)[CH2:5][C:6]1[S:7][C:8]2[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:9]=2[N:10]=1)C.[BH4-].[Na+]>C1COCC1.CCO>[Br:15][C:12]1[CH:13]=[CH:14][C:8]2[S:7][C:6]([CH2:5][CH2:4][OH:3])=[N:10][C:9]=2[CH:11]=1

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 21041508Ethyl 2-(5-bromobenzo[D]thiazol-2-YL)acetate

生成物 1

HCID 219800605-Bromo-2-benzothiazoleethanol

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

(5-Bromo-benzothiazol-2-yl)-acetic acid ethyl ester (1.25 g, 4.2 mmol) was dissolved in THF (20 mL) and EtOH (5 mL) under N2. Then 0.24 g of NaBH4 was dissolved in EtOH (3 mL) and added to the above solution. The reaction mixture was stirred at room temperature for 2 hours. After the completion the mixture was quenched with water and extracted with CH2Cl2. The aqueous layer was extracted again with more CH2Cl2. The combined methylene chloride layer was dried over anhydrous MgSO4 and filtered. Removal of solvent gave crude product with a yield of 1.11 g. The crude product was used directly in the next step.

後処理

  1. additionadded to the above solution
  2. customAfter the completion the mixture was quenched with water
  3. extractionextracted with CH2Cl2
  4. extractionThe aqueous layer was extracted again with more CH2Cl2
  5. dry with materialThe combined methylene chloride layer was dried over anhydrous MgSO4
  6. filtrationfiltered
  7. customRemoval of solvent
  8. customgave crude product with a yield of 1.11 g

出典と根拠

ORDレコード
ord-98cc223bf38a4ce9a090aa143a53649e
出典データセット
uspto-grants-2006_08
特許番号
US07094790B2

関連ノート

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