Ethyl trifluoroacetate → 2-(Trifluoromethyl)-1,4,5,6-tetrahydro-5-pyrimidinol

HRID 1653725Notes

Reaction equation

HRID 1653725 reaction equation
[NH2:1][CH2:2][CH:3]([OH:6])[CH2:4][NH2:5].C(O[C:10](=O)[C:11]([F:14])([F:13])[F:12])C>C1(C)C(C)=CC=CC=1>[F:12][C:11]([F:14])([F:13])[C:10]1[NH:1][CH2:2][CH:3]([OH:6])[CH2:4][N:5]=1

Participants

4

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 611571,3-Diamino-2-propanol

Product 1

HCID 200804282-(Trifluoromethyl)-1,4,5,6-tetrahydro-5-pyrimidinolYield 112.5%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

1,3-Diamino-2-hydroxypropane (10 g, 111 mmol) and ethyltrifluoroacetate (13.5 ml, 114 mmol) were dissolved in xylene (85 ml) and refluxed overnight in a Dean-Stark apparatus. The solvents were evaporated in vacuo to give a dark viscous oil 21 g identified by 300 MHz nmr as product.

Workup

  1. temperaturerefluxed overnight in a Dean-Stark apparatus
  2. customThe solvents were evaporated in vacuo

Sources & evidence

ORD record
ord-1e25e0b043344039885c78ca75d06d3a
Source dataset
uspto-grants-1995_04
Patent number
US05403845

Reaction notes

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