Ethanol → HCID 178527852, compound

HRID 1249344Notes

Reaction equation

HRID 1249344 reaction equation
[NH2:1][C@H:2]([C:10](O)=O)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(O)C.[OH-].[K+].[C:18](=[S:20])=[S:19]>>[SH:19][C:18]1[S:20][CH2:10][CH:2]([CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:1]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 6140L-PhenylalanineHCID 6348Carbon DisulfideHCID 14797Potassium Hydroxide

Product 1

HCID 178527852HCID 178527852, compound

Conditions

Temperature
40 °C

Procedure

A total of 75 mmoles of Phe in 225 mmoles of ethanol containing 300 mmoles of carbon disulfide and 75 mmoles of solid potassium hydroxide is added with stirring while maintaining the temperature below 40° C. The temperature is then raised to 40° C. and the reaction mixture held in a closed vessel for 12 hours. At the end of this period, the alcohol and carbon disulfide are removed by rotary evaporation. The residue is suspended in a small amount of cold water, and the product recrystallized from the water-ethanol mixture.

Workup

  1. temperaturewhile maintaining the temperature below 40° C
  2. customAt the end of this period, the alcohol and carbon disulfide are removed by rotary evaporation
  3. customthe product recrystallized from the water-ethanol mixture

Sources & evidence

ORD record
ord-37d7053e680a44a18bb157c874189b71
Source dataset
uspto-grants-1986_12
Patent number
US04631270

Reaction notes

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