Sodium borohydride → Ethyl 4-chloro-6-[4-(hydroxymethyl)phenoxy]-1-methyl-2-indolecarboxylate

HRID 565051노트

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HRID 565051 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([CH:18]=[O:19])=[CH:14][CH:13]=2)[CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[N:6]2[CH3:20].[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:10]=[C:9]([O:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:18][OH:19])=[CH:16][CH:17]=2)[CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[N:6]2[CH3:20]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 21194191Ethyl 4-chloro-6-(4-formylphenoxy)-1-methyl-2-indolecarboxylate

생성물 1

HCID 21194045Ethyl 4-chloro-6-[4-(hydroxymethyl)phenoxy]-1-methyl-2-indolecarboxylate수율 100.4%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

A mixture of 0.90 g (2.52 mmol) of ethyl 4-chloro-6-[4-formylphenoxy)-1-methyl-2-indolecarboxylate, 0.10 g (2.52 mmol) of sodium borohydride and 20 ml of ethanol was stirred at 0° C. for 2 hours. The reaction mixture was poured onto ice water. The resulting mixture was then extracted three times with ethyl acetate. The combined extracts were washed with saturated sodium chloride aqueous solution. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to give 0.91 g (>99%) of ethyl 4-chloro-6-[4-(hydroxymethyl)phenoxy]-1-methyl-2-indolecarboxylate.

후처리

  1. additionThe reaction mixture was poured onto ice water
  2. extractionThe resulting mixture was then extracted three times with ethyl acetate
  3. washThe combined extracts were washed with saturated sodium chloride aqueous solution
  4. dry with materialAfter drying over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-cd5b24dc4c7f47cfa0c594d0a29841fb
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06169107A

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