3-Bromo-2-ethyl-1-benzofuran → HCID 178506734, compound

Reaction equation

Br[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[CH2:11][CH3:12].C([Li:17])CCC>>[Li:17][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[CH2:11][CH3:12]

Participants

Reactant 2

HCID 37907093-Bromo-2-ethyl-1-benzofuran

HCID 178418339Butyllithium

Product 1

HCID 178506734HCID 178506734, compound

Procedure

comprising contacting 3-bromo-2-ethylbenzofuran with n-butyllithium at a temperature less than −75° C. to form 3-lithio-2-ethylbenzofuran, contacting the 3-lithio-2-ethylbenzofuran at a temperature less than −75° C. with an isopropyl boronate cyclic ester corresponding to the formula:

Workup

customat a temperature less than −75° C.

Sources & evidence

ORD record: ord-40e57b72fc0c42f4a6d82da09a0b445b
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580976B2

Reaction notes

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