Sodium Bicarbonate → HCID 83918541, compound

HRID 446322Notes

Reaction equation

HRID 446322 reaction equation
[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([O:14][CH3:15])=[C:11]([NH2:13])[CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:16]([O-])(O)=[O:17].[Na+]>C1(C)C=CC=CC=1.C(Cl)Cl>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([O:14][CH3:15])=[C:11]([N:13]=[C:16]=[O:17])[CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 27579915-cyclohexyl-2-methoxyaniline

Product 1

HCID 83918541HCID 83918541, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent2×

Procedure

To 5-cyclohexyl-2-methoxy-phenylamine (106 mg, 0.49 mmol), CH2Cl2 (10 mL) and saturated NaHCO3 (5 mL) was added a 20% solution of COCl2 in toluene (0.39 mL) directly to the organic layer. The mixture was stirred for 15 min at RT, diluted with CH2Cl2 and extracted with water. The organic layer was dried over Na2SO4, filtered and concentrated to yield 4-cyclohexyl-2-isocyanato-1-methoxy-benzene.

Workup

  1. extractionextracted with water
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-60799bf52bcb48128bca179746d53ff0
Source dataset
uspto-grants-2013_07
Patent number
US08476434B2

Reaction notes

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