Ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoate → HCID 9887252, compound

HRID 233112Notes

Reaction equation

HRID 233112 reaction equation
[CH3:1][C:2]1([CH3:26])[C:11]2[CH:10]=[C:9]([C:12]#[C:13][C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:16][CH:15]=3)[CH:8]=[CH:7][C:6]=2[C:5](=O)[CH2:4][CH2:3]1.[C:27]([C:29]1C=C2C(=[CH:37][CH:38]=1)C(=C(CC)CC)CCC2(C)C)#[CH:28]>>[CH3:26][C:2]1([CH3:1])[C:11]2[CH:10]=[C:9]([C:12]#[C:13][C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:16][CH:15]=3)[CH:8]=[CH:7][C:6]=2[C:5](=[C:29]([CH2:38][CH3:37])[CH2:27][CH3:28])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 15345545Ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoate2×HCID 22412537HCID 22412537, compound2×

Product 1

HCID 9887252HCID 9887252, compound

Procedure

Employing the same general procedure as for the preparation of ethyl 4-[(5,6,7,8-tetrahydro-8,8-dimethyl-5-oxonaphth-2-yl)ethynyl]benzoate (Compound 1), 143 mg (0.57 mmol) of 6-ethynyl-3,4-dihydro-1(2H)-(3-pentylidene)-4,4-dimethylnaphthalene (Compound W) was converted into the title compound using 142 mg (0.51 mmol) of ethyl 4-iodobenzoate, 36 mg (0.19 mmol) of cuprous iodide and 130 mg (0.19 mmol) of bis(triphenylphosphine)palladium(II) chloride.

Sources & evidence

ORD record
ord-e0c509fb2aff48019cfa82aad258769a
Source dataset
uspto-grants-1997_01
Patent number
US05591858

Reaction notes

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