2-Chlorophenylboronic acid → HCID 68965459, compound

HRID 2116095Notes

Reaction equation

HRID 2116095 reaction equation
Br[C:2]1[C:10]2[O:9][C@@H:8]([CH2:11][Br:12])[CH2:7][C:6]=2[CH:5]=[C:4]([F:13])[CH:3]=1.[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1B(O)O>>[Br:12][CH2:11][C@H:8]1[CH2:7][C:6]2[CH:5]=[C:4]([F:13])[CH:3]=[C:2]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[Cl:14])[C:10]=2[O:9]1

Participants

3

Reactant 2

HCID 27343222-Chlorophenylboronic acidHCID 68961434HCID 68961434, compound

Product 1

HCID 68965459HCID 68965459, compoundYield 100.6%

Procedure

Treatment of (R)-7-bromo-2-bromomethyl-5-fluoro-2,3-dihydrobenzofuran (0.5 g, 1.6 mmol) and 2-chlorobenzene boronic acid (0.76 g, 4.8 mmol) generally according to the procedure described for Intermediate 37 gave 0.55 g (99%) (R)-2-bromomethyl-7-(2-chloro-phenyl)-5-fluoro-2,3-dihydrobenzofuran as a colorless oil. HRMS EI M+339.9657; [α]D25=+29.6 (c 8.14 in methanol).

Sources & evidence

ORD record
ord-ab2a228e16204c8d8d5999cd99c98076
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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