Triethylamine → HCID 20031355, compound

HRID 232269Notes

Reaction equation

HRID 232269 reaction equation
[CH:1]1([CH2:7][NH:8][CH2:9][CH:10]([CH2:13][OH:14])[CH2:11]O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(N(CC)CC)C>C(Cl)(Cl)(Cl)Cl>[CH:1]1([CH2:7][N:8]2[CH2:9][CH:10]([CH2:13][OH:14])[CH2:11]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 20031357HCID 20031357, compound

Product 1

HCID 20031355HCID 20031355, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To 100 mL of carbon tetrachloride add 19.2 g (0.1 mol) of 2-[(cyclohexylmethylamino)methyl]-1,3-propanediol, 26.2 g (0.1 mol) of triphenylphosphine, and 11 g (0.1 mol) of triethylamine. Monitor the reaction by thin-layer chromatography. Upon completion extract twice with 50 mL of 1N aqueous HCl. Add 1N NaOH to the aqueous portion until basic and extract twice with 100 mL of ether. Dry the organic phase over Na2SO4. Filter off the drying agent and evaporate the solvent in vacuo to obtain the title compound.

Workup

  1. customMonitor the reaction by thin-layer chromatography
  2. extractionUpon completion extract twice with 50 mL of 1N aqueous HCl
  3. additionAdd 1N NaOH to the aqueous portion until basic and
  4. extractionextract twice with 100 mL of ether
  5. dry with materialDry the organic phase over Na2SO4
  6. filtrationFilter off the drying agent
  7. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-f2d49f3aa4ca4b60a6cfed005b9a16d4
Source dataset
uspto-grants-1989_07
Patent number
US04851526

Reaction notes

Loading…