2-Bromonaphthalene → HCID 58288921, compound

HRID 1627949Notes

Reaction equation

Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.[C:12]([C:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]=1)#[CH:13]>>[C:14]1([C:12]#[C:13][C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH:3]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]=1

Participants

Reactant 2

HCID 113722-Bromonaphthalene

HCID 791281-Ethynylcyclohexene

Product 1

HCID 58288921HCID 58288921, compoundYield 99%

Procedure

Following the general procedure using 2-bromonaphthalene (103 mg, 0.50 mmol) and 1-ethynylcyclohex-1-ene (100 μL, 0.85 mmol), the reaction was stirred for 21 h at rt. Column chromatography on silica gel (eluting with 1% EtOAc/hexanes) afforded the product as an off-white solid (115 mg, 99%).

Sources & evidence

ORD record: ord-a42cf8e384674cd28a54e301159d4a84
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785665B2

Reaction notes

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