Carbon Dioxide → HCID 23688411, compound

HRID 352891Notes

Reaction equation

HRID 352891 reaction equation
[N:1]1[C:5]2[CH2:6][CH2:7][O:8][CH2:9][C:4]=2[S:3][CH:2]=1.C([Li:14])CCC.[C:15](=[O:17])=[O:16]>CCOCC>[N:1]1[C:5]2[CH2:6][CH2:7][O:8][CH2:9][C:4]=2[S:3][C:2]=1[C:15]([O-:17])=[O:16].[Li+:14]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 227102096,7-Dihydro-4H-pyrano[4,3-d]thiazoleHCID 178418339Butyllithium

Product 1

HCID 23688411HCID 23688411, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-78 °C

Procedure

In a 200-mL three-necked flask, 4,5-dihydro-7H-pyrano[4,3-d]thiazole (1.14 g) was added and dissolved in ether (30 mL). After cooling to −78° C., 1.6M butyl lithium (6.6 mL) was added and the resulting mixture was stirred. After 20 minutes, a carbon dioxide gas was introduced. After about 15 minutes, the introduction was terminated. The reaction mixture was allowed to rise back to room temperature and concentrated under reduced pressure, whereby the title compound (1.65 g) was obtained as a colorless amorphous substance.

Workup

  1. waitAfter about 15 minutes
  2. customthe introduction was terminated
  3. customto rise back to room temperature
  4. concentrationconcentrated under reduced pressure, whereby the title compound (1.65 g)
  5. customwas obtained as a colorless amorphous substance

Sources & evidence

ORD record
ord-fcb15ea9db4749e5a26354b3dc22d89a
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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