Ethanol → HCID 20498860, compound

HRID 2166733Notes

Reaction equation

HRID 2166733 reaction equation
[CH2:1]([OH:7])/[CH:2]=[CH:3]/[CH:4]=[CH:5]/[CH3:6].[Li].[CH3:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(O)C>C1COCC1>[CH2:1]([O:7][CH2:9]/[CH:10]=[CH:11]/[CH:12]=[CH:13]/[CH3:14])/[CH:2]=[CH:3]/[CH:4]=[CH:5]/[CH3:6]

Participants

6

Reactant 4

HCID 702EthanolHCID 8058HexaneHCID 641256(2E,4E)-Hexa-2,4-dien-1-olHCID 3028194Lithium

Product 1

HCID 20498860HCID 20498860, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 10 g of the polymer from Example 17, 2.2 ml of sorbyl alcohol (2,4-hexadienol) and 0.1 g of lithium metal in 100 ml of THF was refluxed under nitrogen for 18 hours. The mixture was then cooled and a 10-ml portion was poured into 100 ml of hexane containing 2 ml of ethanol to obtain the solid product. To further purify, it was redissolved in 10 ml of THF and suction filtered through a fine frit into 100 ml of water. The precipitated solid was collected and dried.

Workup

  1. temperaturewas refluxed under nitrogen for 18 hours
  2. temperatureThe mixture was then cooled
  3. customto obtain the solid product
  4. customTo further purify
  5. dissolutionit was redissolved in 10 ml of THF
  6. filtrationsuction filtered through a fine frit into 100 ml of water
  7. customThe precipitated solid was collected
  8. customdried

Sources & evidence

ORD record
ord-40c19d5a3dd04f2c8d0a64cf7f14986d
Source dataset
uspto-grants-1983_06
Patent number
US04388448

Reaction notes

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