Phenol → HCID 12329321, compound

HRID 839527Notes

Reaction equation

HRID 839527 reaction equation
[C:1]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[C:17]1(O)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[CH:24](N(C(C)C)CC)([CH3:26])[CH3:25].[C]=O.[C:35](=[O:59])([O-])[O:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1C1C=CC(C(C2C=CC=CC=2)(C)C)=CC=1>C(Cl)Cl>[C:35](=[O:59])([O:36][C:37]1[CH:38]=[CH:39][C:40]([C:24]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([CH3:26])[CH3:25])=[CH:41][CH:42]=1)[O:16][C:13]1[CH:14]=[CH:15][C:10]([C:1]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)([CH3:3])[CH3:2])=[CH:11][CH:12]=1

Participants

7

Reactant 5

HCID 996PhenolHCID 117424-CumylphenolHCID 81531DiisopropylethylamineHCID 21945584HCID 21945584, compoundHCID 178418416HCID 178418416, compound

Product 1

HCID 12329321HCID 12329321, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.31 grams (1.8 mmol.) of poly[Pd(CO)Cl], 0.39 g. (1.82 mmol.) of p-cumylphenol, 0.17 g. (1.8 mmol.) of phenol, 6 ml. of methylene chloride, 0.47 g. (3.64 mmol.) of diisopropylmonoethylamine were saturated with carbon monoxide during 3-hour reaction period. Subsequent work-up and analysis showed the presence of 0.19 grams (45% yield) of bis(p-cumylphenyl) carbonate and 0.14 (45% yield) of p-cumylphenyl(phenyl) carbonate and a trace (estimated 2% yield) of diphenyl carbonate.

Workup

  1. customreaction period

Sources & evidence

ORD record
ord-a3d612ab8f3748569e9c098ff76d4e8d
Source dataset
uspto-grants-1978_06
Patent number
US04096168

Reaction notes

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