Bromine → HCID 178447937, compound

HRID 443683Notes

Reaction equation

HRID 443683 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10]O)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[Br:12]Br>CCOCC>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][Br:12])[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 178448086HCID 178448086, compound

Product 1

HCID 178447937HCID 178447937, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
180 °C

Procedure

Trans-4-n-propylcyclohexylmethanol (0.12 mole) was added to red phosphorus (0.03 g atom) and warmed gently (ca 30° C.) using an oil bath. Bromine (0.14 mole) was added dropwise to the mixture. When addition was complete (about 1/2 hour) the temperature of the oil bath was raised to 180° C. for one hour. After this time, the mixture was allowed to cool, shaken with ether and filtered. The filtrate was washed with water, then dried (Na2SO4). The ether was removed by distillation and the residue distilled. The product boiled at 112° C. at a pressure of 15 mm Hg.

Workup

  1. temperaturewarmed gently (ca 30° C.)
  2. additionWhen addition
  3. custom(about 1/2 hour)
  4. temperatureto cool
  5. filtrationfiltered
  6. washThe filtrate was washed with water
  7. dry with materialdried (Na2SO4)
  8. customThe ether was removed by distillation
  9. distillationthe residue distilled

Sources & evidence

ORD record
ord-0f2f611d56674162869859c0568871e5
Source dataset
uspto-grants-1981_04
Patent number
US04261651

Reaction notes

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