Ammonium Hydroxide → Methyl indoline-2-carboxylate

HRID 6228

反応式

HRID 6228 の反応式
[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]

参加物

5

反応物 3

HCID 14923Ammonium HydroxideHCID 73125Ethyl indole-2-carboxylateHCID 5462224Magnesium2 回

生成物 1

HCID 2794655Methyl indoline-2-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-aed351363b3f4779b0e84261ee5bce75
出典データセット
uspto-grants-1993_09
特許番号
US05247090

関連ノート

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