Potassium Carbonate → HCID 68964456, compound

HRID 2115994Notes

Reaction equation

HRID 2115994 reaction equation
[CH2:1]([C:4]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([Br:11])[C:5]=1[OH:12])[CH:2]=[CH2:3].ClC1C=C(C=CC=1)C(OO)=[O:18].C(=O)([O-])[O-].[K+].[K+]>>[Br:11][C:6]1[C:5]2[O:12][CH:2]([CH2:3][OH:18])[CH2:1][C:4]=2[C:9]([F:10])=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 689625396-Bromo-3-fluoro-2-(2-propen-1-yl)phenol

Product 1

HCID 68964456HCID 68964456, compoundYield 70%

Procedure

Treatment of 2-allyl-6-bromo-3-fluorophenol (9.01 g, 0.039 mol) with 3-chloroperoxybenzoic acid (77%, 13.46 g, 0.06 mol) followed by potassium carbonate (13.82 g, 0.10 mol) generally according to the reaction procedure described for Intermediate 9 gave 6.71 g (70%) of (±)-(7-bromo-4-fluoro-2,3-dihydro-1-benzofuran-2-yl)methanol as a white solid. Rf=0.20 (silica, ethyl acetate:hexanes 1:4); mp 40-43° C.; Anal. calcd. for C9H8BrFO2.0.2H2O: C, 43.13; H, 3.38. Found: C, 42.94; H, 3.15.

Workup

  1. customgenerally according to the reaction procedure

Sources & evidence

ORD record
ord-d0c9ac22d73d4af29e65af77ca17addf
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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