Oxalyl chloride → HCID 178445652, compound

HRID 1241496Notes

Reaction equation

HRID 1241496 reaction equation
[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]([OH:13])=O)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)C([Cl:17])=O>ClCCl>[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]([Cl:17])=[O:13])[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 178445657HCID 178445657, compound

Product 1

HCID 178445652HCID 178445652, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.0 g (10.85 mmol) cis-4-tert-Butylcyclohexanecarboxylic acid (Example 42A) are dissolved in 50 ml dichloromethane, 1.65 g (13.02 mmol) ethanedioyl dichloride are added and the solution is stirred at room temperature for one hour. The mixture is then stirred at reflux for two hours and, after cooling down to room temperature, evaporated to dryness in vacuo. The residue is then dissolved in toluene two times and again evaporated to dryness in vacuo. The residue is used in the next step without further purification.

Workup

  1. stirringThe mixture is then stirred
  2. temperatureat reflux for two hours
  3. temperatureafter cooling down to room temperature
  4. customevaporated to dryness in vacuo
  5. dissolutionThe residue is then dissolved in toluene two times
  6. customagain evaporated to dryness in vacuo
  7. customThe residue is used in the next step without further purification

Sources & evidence

ORD record
ord-64d0a7edfd84440e91a2998bec707f31
Source dataset
uspto-grants-2006_10
Patent number
US07115602B2

Reaction notes

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