Triethylamine → HCID 14994647, compound

HRID 1896521Notes

Reaction equation

HRID 1896521 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1/[CH:10]=[CH:11]/[C:12]([OH:14])=O.CCN(CC)CC.ClC(OCC(C)C)=O.[N-:30]=[N+:31]=[N-:32].[Na+]>CC(C)=O.O>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1/[CH:10]=[CH:11]/[C:12]([N:30]=[N+:31]=[N-:32])=[O:14]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 33557Sodium AzideHCID 62365Isobutyl chloroformateHCID 14994646HCID 14994646, compound

Product 1

HCID 14994647HCID 14994647, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

To a stirring mixture of (2E)-3-(1-benzothien-2-yl)acrylic acid and Et3N (1.3 equiv) in acetone (0.22 M) at 0° C. was added isobutyl chloroformate (1.3 equiv). The mixture was stirred at 0° C. for 1 h. A solution of NaN3 (1.3 equiv) in H2O was added, the mixture was stirred at 0° C. for 0.5 h and then at room temperature for 0.5 h. The mixture was poured into H2O, stirred and filtered to give the title compound.

Workup

  1. stirringthe mixture was stirred at 0° C. for 0.5 h
  2. waitat room temperature for 0.5 h
  3. stirringstirred
  4. filtrationfiltered

Sources & evidence

ORD record
ord-1ba9d85281ce4ebfb7bc74d223a748c5
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

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