Carbon Dioxide → HCID 21535782, compound

HRID 1077050Notes

Reaction equation

HRID 1077050 reaction equation
[C:1]([O:10]CC)(=O)[C:2]([O:4][C:5]([CH3:8])([CH3:7])[CH3:6])=[O:3].[Li][C:14]#[C:15][CH:16]([CH3:18])[CH3:17].CC(C)C#C.C([Li])CCC.O=O.C(=O)=O>O1CCCC1.O>[CH3:17][CH:16]([CH3:18])[C:15]#[C:14][C:1](=[O:10])[C:2]([O:4][C:5]([CH3:6])([CH3:7])[CH3:8])=[O:3]

Participants

9

Reactant 6

HCID 280Carbon DioxideHCID 977OxygenHCID 690193-Methylbut-1-yneHCID 14648212tert-Butyl ethyl ethanedioateHCID 178418339ButyllithiumHCID 178506794HCID 178506794, compound

Product 1

HCID 21535782HCID 21535782, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl t-butyl oxalate ##EQU1## can be prepared by the method of Carpino [J. Amer. Chem. Soc. 82: 2725 (1960)], and 1-lithio-3-methylbut-1-yne ##EQU2## can be prepared by reacting commercially available 3-methylbut-1-yne and n-butyllithium under anhydrous conditions in an inert atmosphere (i.e., no H2O, O2, or CO2) at a temperature of from 0° to 5° C. Anhydrous tetrahydrofuran (THF) is the preferred solvent for the reactions of step (a).

Workup

  1. customcan be prepared
  2. customof from 0° to 5° C

Sources & evidence

ORD record
ord-51c1aeb0d88d483cafa9e823a224a5b1
Source dataset
uspto-grants-1976_05
Patent number
US03959312

Reaction notes

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