Pyrogallol → 3-(Benzyloxy)benzene-1,2-diol

HRID 1614721Notes

Reaction equation

HRID 1614721 reaction equation
[C:1]1([CH:9]=[CH:8][CH:7]=[C:5]([OH:6])[C:3]=1[OH:4])[OH:2].B(OCC)(OCC)OCC.[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(OC(=O)C)C.C1CCCCC1>[CH2:20]([O:2][C:1]1[CH:9]=[CH:8][CH:7]=[C:5]([OH:6])[C:3]=1[OH:4])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 1057PyrogallolHCID 7498Benzyl BromideHCID 9009Triethyl borate

Product 1

HCID 119774353-(Benzyloxy)benzene-1,2-diol

Reagents, catalysts & solvents 1

HCID 21867204Cyclohexane ethylacetateSolvent

Procedure

Using the procedure of Example 13, 25.22 g of pyrogallol, 35.1 ml of triethyl borate and 23.76 ml of benzyl bromide were reacted to obtain 33.8 g of the expected product in the form of a thick red oil after chromatography on silica eluting with a cyclohexane - ethyl acetate (6-4) mixture (Yield: 78%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-afab7cd2eb86424fa011bb25e42cdd54
Source dataset
uspto-grants-1993_03
Patent number
US05198571

Reaction notes

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