Ethanol → Ethyl-3-(3-beta-carbolinyl)-acrylate

HRID 1982450Notes

Reaction equation

HRID 1982450 reaction equation
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[C:3]([CH:14]=[CH:15][C:16]([OH:18])=[O:17])[N:2]=1.S(=O)(=O)(O)O.[OH-].[NH4+].[CH2:26](O)[CH3:27]>>[CH2:26]([O:17][C:16](=[O:18])[CH:15]=[CH:14][C:3]1[N:2]=[CH:1][C:13]2[NH:12][C:11]3[C:6]([C:5]=2[CH:4]=1)=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH3:27]

Participants

5

Reactant 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 539309953-(3-beta-Carbolinyl)acrylic acid

Product 1

HCID 54162406Ethyl-3-(3-beta-carbolinyl)-acrylate

Procedure

A mixture of 2.3 g of 3-(3-beta-carbolinyl)-acrylic-acid, 70 ml of 99% ethanol, and 10 ml of concentrated sulfuric acid is boiled at the reflux for 5 h. After cooling, the reaction mixture is placed in an ice mixture of 100 g of ice and 40 ml of concentrated ammonium hydroxide. The reaction mixture is filtered off. 2.2 g of ethyl-3-(3-beta-carbolinyl)-acrylate with a m.p. of 132°-134° C. is obtained.

Workup

  1. temperaturereflux for 5 h
  2. temperatureAfter cooling
  3. filtrationThe reaction mixture is filtered off

Sources & evidence

ORD record
ord-3f24fa2697654580b6aa47dbc73c6677
Source dataset
uspto-grants-1986_06
Patent number
US04596808

Reaction notes

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