Thionyl Chloride → HCID 13662666, compound

HRID 426528Notes

Reaction equation

HRID 426528 reaction equation
S(Cl)([Cl:3])=O.[C:5]([C:8]12[CH2:17][CH:13]([CH2:14][CH2:15][CH2:16]1)[CH:12]1[CH2:18][CH:9]2[CH2:10][CH2:11]1)(O)=[O:6]>C1C=CC=CC=1>[Cl:3][C:5]([C:8]12[CH2:17][CH:13]([CH2:14][CH2:15][CH2:16]1)[CH:12]1[CH2:18][CH:9]2[CH2:10][CH2:11]1)=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 54204432HCID 54204432, compound

Product 1

HCID 13662666HCID 13662666, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

68 ml of thionyl chloride was added dropwise to 46.0 g (0.24 mole) of 1-carboxytricyclo[4.3.1.12,5 ]undecane dissolved in 200 ml of benzene at room temperature. The resulting mixture was refluxed for 1.5 hours, and the excess thionyl chloride and benzene were distilled off under reduced pressure. The residue obtained was fractionally distilled under reduced pressure to afford 47.0 g (yield: 92%) of 1-chorocarbonyltricyclo[4.3.1.12,5 ]undecane having a boiling point of 101° c. (1 mmHg).

Workup

  1. temperatureThe resulting mixture was refluxed for 1.5 hours
  2. distillationthe excess thionyl chloride and benzene were distilled off under reduced pressure
  3. customThe residue obtained
  4. distillationwas fractionally distilled under reduced pressure

Sources & evidence

ORD record
ord-c029a2a68d8c4c3d9a6bea3b5b239136
Source dataset
uspto-grants-1979_10
Patent number
US04169953

Reaction notes

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