Hydrochloric Acid → HCID 15965621, compound

HRID 1182320Notes

Reaction equation

HRID 1182320 reaction equation
[CH3:1][C:2]1[CH2:9][CH2:8][CH:7]=[C:6]([CH3:10])[CH2:5][CH2:4][CH:3]=1.[ClH:11].C(Cl)[Cl:13]>>[Cl:11][C:2]1([CH3:1])[CH2:9][CH2:8][CH2:7][C:6]([Cl:13])([CH3:10])[CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 6344DichloromethaneHCID 773711,5-Dimethylcycloocta-1,5-diene

Product 1

HCID 15965621HCID 15965621, compoundYield 90%

Procedure

100 g (0.73 mol) of 1,5-dimethylcycloocta-1,5-diene together with 200 ml of methylene chloride were placed in a 500 ml four-necked flask. While cooling to an internal temperature of 0-5° C., 60 g (1.64 mol) of hydrogen chloride were fed in at atmospheric pressure over a period of 4 hours. Unreacted hydrogen chloride was subsequently removed by stripping with nitrogen. The solvent was then removed completely under reduced pressure. The product was finally purified by distillation (boiling point: 85-88° C. at 2 mbar) to give 137.1 g (90% of theory) of 1,5-dichloro-1,5-dimethylcyclooctane as a colorless liquid. 1H-NMR (CDCl3; 500 MHz): 2.40-2.25 (m); 2.20-1.95 (m); 1.8-1.7 (m); 1.7-1.5 (m). 13C{1H}-NMR (CDCl3; 400 MHz): 74.6 (s, 2C); 42.4 (s, 4C); 34.5 (s, 2C); 21.5 (s, 2C).

Workup

  1. customwas subsequently removed
  2. customThe solvent was then removed completely under reduced pressure
  3. distillationThe product was finally purified by distillation (boiling point: 85-88° C. at 2 mbar)

Sources & evidence

ORD record
ord-84dae98266344f72857a0a9626cfb635
Source dataset
uspto-grants-2007_10
Patent number
US07288614B2

Reaction notes

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