Diethyl acetylenedicarboxylate → HCID 71153169, compound

HRID 1851736Notes

Reaction equation

HRID 1851736 reaction equation
CO[C:3]1[C:11](OC)=[CH:10][C:9]2[C:5](=[CH:6][O:7][C:8]=2[C:14]2[CH:22]=[CH:21][C:17]3[O:18][CH2:19][O:20][C:16]=3[CH:15]=2)[CH:4]=1.[C:23]([C:30]([O:32][CH2:33]C)=[O:31])#[C:24][C:25]([O:27][CH2:28]C)=[O:26]>C(O)(=O)C>[O:18]1[C:17]2[CH:21]=[CH:22][C:14]([C:8]3[C:9]4[C:5](=[CH:4][CH:3]=[CH:11][CH:10]=4)[C:6]([OH:7])=[C:23]([C:30]([O:32][CH3:33])=[O:31])[C:24]=3[C:25]([O:27][CH3:28])=[O:26])=[CH:15][C:16]=2[O:20][CH2:19]1

Participants

4

Reactant 2

HCID 69803Diethyl acetylenedicarboxylateHCID 10637785HCID 10637785, compound

Product 1

HCID 71153169HCID 71153169, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In certain embodiments, the Diels-Alder reaction of 5-(5,6-dimethoxyisobenzofuran-1-yl)benzo[d][1,3]dioxole and diethyl acetylene-dicarboxylate in the presence of acetic acid and at 140° C. provides dimethyl 1-(benzo[d][1,3]dioxol-5-yl)-4-hydroxynaphthalene-2,3-dicarboxylate.

Sources & evidence

ORD record
ord-939ed8f24e00441bafbb8fbadd0e4749
Source dataset
uspto-grants-2015_02
Patent number
US08957230B2

Reaction notes

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