4-Bromoanisole → HCID 67216137, compound

HRID 1627950Notes

Reaction equation

HRID 1627950 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[Cl:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]#[CH:16]>>[Cl:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 77304-BromoanisoleHCID 2720016-Chloro-1-hexyne

Product 1

HCID 67216137HCID 67216137, compoundYield 66%

Procedure

Following the general procedure using 4-bromoanisole (60 mg, 0.48 mmol) and 6-chloro-1-hexyne (90 μL, 0.74 mmol), the reaction was stirred for 25 h at rt. Column chromatography on silica gel (eluting with 1% EtOAc/hexanes) afforded the product as a pale yellow oil (70 mg, 66%).

Sources & evidence

ORD record
ord-bdd6eebac30149f98755c0a2457dbabc
Source dataset
uspto-grants-2014_07
Patent number
US08785665B2

Reaction notes

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