Trifluoroacetic acid → HCID 13341554, compound

HRID 1981121Notes

Reaction equation

HRID 1981121 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([C:17]([O:19][C:20](C)(C)C)=[O:18])[N:12]1[C:24](=[O:29])[CH:25]([Br:28])[CH2:26][Br:27])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([C:17]([O:19][CH3:20])=[O:18])[N:12]1[C:24](=[O:29])[CH:25]([Br:28])[CH2:26][Br:27])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 13341553Tert.butyl 1-benzyloxycarbonyl-2-(2,3-dibromopropionyl)-hexahydro-3-pyridazinecarboxylate

Product 1

HCID 13341554HCID 13341554, compoundYield 96.6%

Procedure

1.0 g of tert.butyl 1-benzyloxycarbonyl-2-(2,3-dibromopropionyl)-hexahydro-3-pyridazinecarboxylate (2-racemates) was stirred for 1 hour at room temperature with 15 ml of trifluoroacetic acid and the mixture was then evaporated. The resulting oil was dissolved in 10 ml of ethanol and esterified using a solution of diazomethane in diethyl ether to give 0.89 g (95%) of methyl 1-benzyloxycarbonyl-2-(2,3-dibromopropionyl)-hexahydro-3-pyridazinecarboxylate (2 racemates) in the form of a white solid of melting point 132°-134° C. (from ethanol/diethyl ether).

Workup

  1. customthe mixture was then evaporated
  2. dissolutionThe resulting oil was dissolved in 10 ml of ethanol

Sources & evidence

ORD record
ord-85d1c32f5165472bb7d24d9c9c649d8f
Source dataset
uspto-grants-1985_04
Patent number
US04512924

Reaction notes

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