Water → 4-(4-Chlorophenoxy)thieno[2,3-c]pyridine-2-methanol

HRID 1369619ノート

反応式

HRID 1369619 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[CH:12]=[N:11][CH:10]=[C:9]3[S:13][C:14]([C:16](OC)=[O:17])=[CH:15][C:8]=23)=[CH:4][CH:3]=1.[Cl-].[Cl-].[Ca+2].[BH4-].[Na+].O>C(O)C>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[CH:12]=[N:11][CH:10]=[C:9]3[S:13][C:14]([CH2:16][OH:17])=[CH:15][C:8]=23)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 10892544Methyl 4-(4-chlorophenoxy)thieno[2,3-c]pyridine-2-carboxylate

生成物 1

HCID 185162834-(4-Chlorophenoxy)thieno[2,3-c]pyridine-2-methanol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

A solution of Example 61A (254 mg, 0.793 mmol) in absolute ethanol (4 mL) was treated with anhydrous CaCl2 (177 mg, 1.59 mmol), stirred for 1 hour, cooled to 0° C., treated with NaBH4 (123 mg, 3.25 mmol), stirred at 0° C. for 4 hours and at room temperature for 18 hours, treated with water and extracted with dichloromethane. The extract was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified on silica gel with 30% ethyl acetate/hexane to provided the title compound.

後処理

  1. stirringstirred at 0° C. for 4 hours and at room temperature for 18 hours
  2. extractionextracted with dichloromethane
  3. washThe extract was washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified on silica gel with 30% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-160d68f35118463e8ad27ff530f42be5
出典データセット
uspto-grants-2003_06
特許番号
US06579882B2

反応ノート

読み込み中…