Ammonium Hydroxide → Methyl indoline-2-carboxylate

HRID 6228

반응식

HRID 6228 반응식
[Mg].[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:11]([O:13][CH2:14]C)=[O:12].[OH-].[NH4+]>CO>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[C:11]([O:13][CH3:14])=[O:12]

참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 73125Ethyl indole-2-carboxylateHCID 5462224Magnesium2회

생성물 1

HCID 2794655Methyl indoline-2-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Magnesium turnings (3.60 g) are added to a mixture of ethyl indole-2-carboxylate (I, Aldrich Chemical, 13.963 g) in methanol (200 ml). After evolution of gas has started, the mixture is placed in an ice bath and the temperature kept below 45°. After 4.5 hours all of the magnesium is used up and the temperature is 7°. At this time the mixture is added to ice cold hydrochloric acid (3N, 120 ml). The acidic mixture is then made alkaline (pH 10) with ammonium hydroxide (3N). The mixture is then extracted with methylene chloride (3 x). The combined organic layers are dried over magnesium sulfate and concentrated to give the title compound.

후처리

  1. customthe mixture is placed in an ice bath
  2. customkept below 45°
  3. customis 7°
  4. extractionThe mixture is then extracted with methylene chloride (3 x)
  5. dry with materialThe combined organic layers are dried over magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-aed351363b3f4779b0e84261ee5bce75
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05247090

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