6-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-one → HCID 23361324, compound

HRID 233099Notes

Reaction equation

HRID 233099 reaction equation
[C:1](C1C=C2C(=CC=1)C(=O)CCC2(C)C)#[CH:2].Br[C:17]1[CH:26]=[C:25]2[C:20]([C:21]([CH3:33])([CH3:32])[CH2:22][CH2:23][C:24]2=[C:27]([CH2:30][CH3:31])[CH2:28][CH3:29])=[CH:19][CH:18]=1>>[C:1]([C:17]1[CH:26]=[C:25]2[C:20]([C:21]([CH3:33])([CH3:32])[CH2:22][CH2:23][C:24]2=[C:27]([CH2:30][CH3:31])[CH2:28][CH3:29])=[CH:19][CH:18]=1)#[CH:2]

Participants

3

Reactant 2

HCID 225688236-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-one2×HCID 23361327HCID 23361327, compound2×

Product 1

HCID 23361324HCID 23361324, compound

Procedure

Employing the same general procedure as for the preparation of 6-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-one (Compound K), 384 mg (1.25 mmol) of 7-bromo-3,4-dihydro-1(2H)-(3-pentylidene)-4,4-dimethylnaphthalene (Compound R) was converted into the title compound using 2.1 g (21 mmol) of trimethylsilylacetylene, 12 mg (0.06 mmol) of cuprous iodide, 43 mg (0.06 mmol) of bis(triphenylphosphine)palladium(II) chloride and 70 mg (0.5 mmol) of potassium carbonate.

Sources & evidence

ORD record
ord-c44c6518d5754fb5964fded7c0f9f20c
Source dataset
uspto-grants-1997_01
Patent number
US05591858

Reaction notes

Loading…