Isopropanol → HCID 10945389, compound

HRID 434337Notes

Reaction equation

HRID 434337 reaction equation
[CH:1]1([N:7]=[C:8]=[N:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:16]([OH:19])([CH3:18])[CH3:17]>C(OCC)(=O)C>[CH:16]([O:19][C:8](=[N:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[NH:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 10945389HCID 10945389, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of 3.09 g of dicyclohexylcarbodiimide, 30 mg of cuprous chloride and 994 mg of isopropanol was stirred under an inert atmosphere at 55° C. for 6 hours and was then diluted with ethyl acetate. The organic phase was washed with water, then with N ammonium hydroxide solution, was dried and filtered. The filtrate was evaporated to dryness under reduced pressure to obtain 3.2 g of O-isopropyl-N,N'-dicyclohexyl-isourea which was used as is for the next step.

Workup

  1. washThe organic phase was washed with water
  2. dry with materialwith N ammonium hydroxide solution, was dried
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-feeb4c74b40c499b933148d7033832d7
Source dataset
uspto-grants-1983_08
Patent number
US04396614

Reaction notes

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