Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate → HCID 69312426, compound

HRID 1793975Notes

Reaction equation

HRID 1793975 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][C:7](B2OC(C)(C)C(C)(C)O2)=[CH:6][CH:5]=1.FC(F)(F)S(O[C:26]1[CH2:31][CH2:30][CH2:29][CH2:28][C:27]=1[CH3:32])(=O)=O>>[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:5]=[CH:6][C:7]([C:26]2[CH2:31][CH2:30][CH2:29][CH2:28][C:27]=2[CH3:32])=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 2773500Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 11172587HCID 11172587, compound

Product 1

HCID 69312426HCID 69312426, compound

Procedure

4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester of Step A (2.0 g, 7.63 mmol) and a mixture of 2-methyl-cyclohex-1-en-1-yl trifluoromethanesulfonate and 6-methyl cyclohex-1-en-1-yl trifluoromethanesulfonate (2.24 g, 9.16 mmol, approximately 5:1 ratio) were reacted in the manner of Example 1, Step F. Purification by preparative HPLC (Primesphere 5 silica, 5% methyl tert-butyl ether in hexane) afforded the title compound as an amorphous white solid.

Workup

  1. customwere reacted in the manner of Example 1, Step F
  2. customPurification by preparative HPLC (Primesphere 5 silica, 5% methyl tert-butyl ether in hexane)

Sources & evidence

ORD record
ord-9a36ecf9df7b4acb95c2500a696b0c1b
Source dataset
uspto-grants-2006_04
Patent number
US07022699B2

Reaction notes

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