(2H-1,3-benzodioxol-5-yl)boronic acid → 3-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-benzoic acid

HRID 2113002Notes

Reaction equation

HRID 2113002 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15](I)=[CH:14][CH:13]=2)[CH:5]=1.[CH2:20]1[O:28][C:27]2[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][C:22]=2[O:21]1>>[O:21]1[C:22]2[CH:23]=[CH:24][C:25]([C:15]3[CH:16]=[CH:17][C:12]([O:11][CH2:10][C:6]4[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=4)[C:3]([OH:2])=[O:19])=[CH:13][CH:14]=3)=[CH:26][C:27]=2[O:28][CH2:20]1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 57643351Methyl 3-((4-iodophenoxy)methyl)benzoate2×

Product 1

HCID 116459633-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-benzoic acid

Procedure

3-(4-Benzo[1,3]dioxol-5-yl-phenoxymethyl)-benzoic acid was prepared using general procedure 1 from 3-(4-iodo-phenoxymethyl)-benzoic acid methyl ester (of Intermediate 1) and 3,4-methylenedioxybenzeneboronic acid (ASDI Incorporated, Newark, Del.). Mass spectrum MH+=349.

Sources & evidence

ORD record
ord-c83b632a975a4d689bddfbbb5b826a39
Source dataset
uspto-grants-2009_04
Patent number
US07524870B2

Reaction notes

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