Cyclohexanemethanol → HCID 21897079, compound

HRID 2055381Notes

Reaction equation

HRID 2055381 reaction equation
[N:1]1[C:8](Cl)=[N:7][C:5]([Cl:6])=[N:4][C:2]=1[Cl:3].C(=O)(O)[O-].[K+].[CH:15]1([CH2:21][OH:22])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>C1(C)C=CC=CC=1.C1OCCOCCOCCOCCOCCOC1>[Cl:3][C:2]1[N:4]=[C:5]([Cl:6])[N:7]=[C:8]([O:22][CH2:21][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[N:1]=1

Participants

6

Reactant 3

HCID 7507CyclohexanemethanolHCID 7954Cyanuric chlorideHCID 516893Potassium Bicarbonate

Product 1

HCID 21897079HCID 21897079, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 2855718-Crown-6CatalystHCID 1140TolueneSolvent2×

Procedure

To cyanuric chloride (3.76 g, 20.0 mmol) dissolved in toluene (20 mL) was added potassium bicarbonate (2.80 g, 20.0 mmol) and 18-crown-6 (0.1614 g, 0.6 mmol) followed by dropwise addition of cyclohexylmethanol (2.5 mL, 20 mmol) in 15 mL of toluene (15 mL). The reaction mixture was allowed to stir at reflux for about 18 hours under nitrogen. The reaction mixture was passed through a plug of Celite and concentrated using a rotary evaporator and dried over night under vacuum to give 113 as an oil (5.212 g, 99% recovery).

Workup

  1. temperatureat reflux for about 18 hours under nitrogen
  2. concentrationconcentrated
  3. customa rotary evaporator
  4. customdried over night under vacuum

Sources & evidence

ORD record
ord-1e3e26ff4eba403a8003c3020c0f18bc
Source dataset
uspto-grants-2008_02
Patent number
US07332490B2

Reaction notes

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