(1,1'-Biphenyl)-2-ol → HCID 19776530, compound

HRID 1612650Notes

Reaction equation

HRID 1612650 reaction equation
C(N(CC)CC)C.[C:8]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[OH:20])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:21]([N:29]=[C:30]=[O:31])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>C(Cl)Cl>[C:14]1([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][C:30](=[O:31])[NH:29][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Participants

5

Reactant 3

HCID 7017(1,1'-Biphenyl)-2-olHCID 8471TriethylamineHCID 76616Octyl isocyanate

Product 1

HCID 19776530HCID 19776530, compoundYield 105.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (3.3 mL, 23.7 mmol) is added dropwise under a nitrogen atmosphere to a solution of 2-phenylphenol (5.0 g, 29.3 mmol) and octyl isocyanate (5.5 g, 35.5 mmol) in 75 mL of methylene chloride. After the addition, the solution is stirred overnight at room temperature. The solution is washed with 1N HCl, dried (MgSO4) and the solvent removed under reduced pressure to give 10.09 g of a tan solid. Recrystallization from diisopropyl ether-hexane gives the title compound as a white crystalline solid (6.88 g, 72%), mp 59°-60° C.

Workup

  1. additionAfter the addition
  2. washThe solution is washed with 1N HCl
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-1302defe39be423b94fd894dc4650218
Source dataset
uspto-grants-1993_03
Patent number
US05190940

Reaction notes

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