Sodium Hydroxide → methyl 1-methyl-2,3-dihydro-1H-indole-2-carboxylate

HRID 1165866노트

반응식

HRID 1165866 반응식
[CH3:1][O:2][C:3]([C:5]1[N:6]([CH3:14])[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4].[BH4-].[Na+].[OH-].[Na+]>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]1[CH3:14])=[O:4]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 258548methyl 1-methyl-1H-indole-2-carboxylateHCID 4311764Sodium borohydride2회

생성물 1

HCID 12658762methyl 1-methyl-2,3-dihydro-1H-indole-2-carboxylate

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A solution of methyl-1-methylindole-carboxylate* (6.0 g) in trifluoroacetic acid (50 ml) is cooled in an ice bath as sodium borohydride pellets (6.0 g) are added slowly, keeping the temperature below 10° C. The slurry is allowed to rise to room temperature and then stirred overnight. The unreacted sodium borohydride is decomposed with 50% sodium hydroxide and the mixture is extracted several times with ether. The extracts are washed with saturated sodium chloride solution, dried over sodium sulfate, and evaporated to dryness to obtain an orange oil. This is distilled in a kuegelrohr (b.p.=128-150/0.2 mm) to yield colorless liquid, methyl-2,3-dihydro-1-methylindole-carboxylate.

후처리

  1. additionare added slowly
  2. customthe temperature below 10° C
  3. customto rise to room temperature
  4. extractionthe mixture is extracted several times with ether
  5. washThe extracts are washed with saturated sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness
  8. customto obtain an orange oil
  9. distillationThis is distilled in a kuegelrohr (b.p.=128-150/0.2 mm)

출처 및 근거

ORD 기록
ord-9c6193383b754f38959dcd765886bfed
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04912125

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