Cyclopentanol → HCID 21424150, compound

HRID 259284Notes

Reaction equation

HRID 259284 reaction equation
[Na].[CH:2]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3]1.[Br:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]Br>>[Br:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:7][CH:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 7298CyclopentanolHCID 81001,5-DibromopentaneHCID 5360545Sodium2×

Product 1

HCID 21424150HCID 21424150, compound

Procedure

1.15 g(0.05 moles) of sodium in small pieces are added under a nitrogen atmosphere to 43 g (0.50 moles) of absolute cyclopentanol, and the mixture is stirred at 60° until all the sodium is dissolved after a period of 16 hours. After the solution has been cooled to 20°, 11.5 g (0.05 moles) of 1,5-dibromopentane are added and the mixture is stirred under reflux for 18 hours. The precipitated sodium bromide is then removed by filtration and the filtrate is freed of excess cyclopentanol by distillation. The fraction boiling in the temperature range 115°-118°/1.0 mm is collected, and consists of the desired product.

Workup

  1. dissolutionis dissolved after a period of 16 hours
  2. temperatureAfter the solution has been cooled to 20°
  3. temperatureunder reflux for 18 hours
  4. customThe precipitated sodium bromide is then removed by filtration
  5. distillationthe filtrate is freed of excess cyclopentanol by distillation
  6. customrange 115°-118°
  7. customis collected

Sources & evidence

ORD record
ord-abf22febc75f4474a581ba5d4e717f55
Source dataset
uspto-grants-1977_07
Patent number
US04036980

Reaction notes

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