Phenol → HCID 10983494, compound

HRID 363823Notes

Reaction equation

HRID 363823 reaction equation
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]=1[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23]Br.[C:25]1([OH:31])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[OH-:32].[K+]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.ClCCl>[O:31]([CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]=1[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23][O:32][C:3]1[CH:12]=[CH:11][CH:10]=[CH:5][CH:4]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

6

Reactant 3

HCID 996PhenolHCID 14797Potassium HydroxideHCID 41858152,2'-Bis(bromomethyl)-1,1'-binaphthyl

Product 1

HCID 10983494HCID 10983494, compound

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 11.0 g (25 mmol) of 2,2'-bis(bromomethyl)-1,1'-binaphthyl, 4.8 g (51.2 mmol) of phenol, 5.0 g (89.3 mmol) of pulverized potassium hydroxide and 1.14 g (5 mmol) of triethylbenzylammonium chloride is admixed with 30 ml of dichloromethane and stirred for 5 hours at 40° C.

Sources & evidence

ORD record
ord-a5d06fbb9888401cb62f79193d29d3da
Source dataset
uspto-grants-1999_02
Patent number
US05874642

Reaction notes

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