Toluene → HCID 67593599, compound

HRID 443206Notes

Reaction equation

HRID 443206 reaction equation
[CH2:1]([NH:8]C)C1C=CC=CC=1.[CH2:10]([O:12][C:13](=[O:16])[C:14]#[CH:15])[CH3:11].[C:17]1([CH3:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:10]([O:12][C:13](=[O:16])[CH:14]=[CH:15][NH:8][CH2:1][CH2:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:11]

Participants

4

Reactant 3

HCID 1140TolueneHCID 7669N-MethylbenzylamineHCID 12182Ethyl propiolate

Product 1

HCID 67593599HCID 67593599, compound

Procedure

With stirring and cooling a solution of 48.5 g (0.4 mol) of N-benzyl-N-methyl-amine was added dropwise to a solution of 39.2 g (0.4 mol) of propiolic acid ethyl ester in 200 ml of toluene in the course of 20 min. so as not to exceed a temperature of 30° C. The yellow, slightly opaque solution was evaporated at 50° C./30 torr until constant weight. 91.8 g of 3-(benzylmethyl-amino)acrylic acid ethyl ester were obtained as a yellow oil which was further used without purification.

Workup

  1. customa temperature of 30° C
  2. customThe yellow, slightly opaque solution was evaporated at 50° C./30 torr until constant weight

Sources & evidence

ORD record
ord-9f80e78d65614c2e9dafd61339a39dfc
Source dataset
uspto-grants-1999_04
Patent number
US05892040

Reaction notes

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