Diethyl acetylenedicarboxylate → HCID 13910831, compound

HRID 330565Notes

Reaction equation

HRID 330565 reaction equation
CO[CH:3]([O:14]C)[C:4]1[CH:9]=[C:8]2[O:10][CH2:11][O:12][C:7]2=[CH:6][C:5]=1Br.[CH:16]([O:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[O:28][CH:29]([CH3:31])[CH3:30])[CH:23]=O)([CH3:18])[CH3:17].[C:32]([C:39]([O:41][CH2:42][CH3:43])=[O:40])#[C:33][C:34]([O:36][CH2:37][CH3:38])=[O:35]>>[CH:16]([O:19][C:20]1[CH:21]=[C:22]([C:23]2[C:5]3[C:4](=[CH:9][C:8]4[O:10][CH2:11][O:12][C:7]=4[CH:6]=3)[C:3]([OH:14])=[C:33]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:32]=2[C:39]([O:41][CH2:42][CH3:43])=[O:40])[CH:25]=[CH:26][C:27]=1[O:28][CH:29]([CH3:31])[CH3:30])([CH3:18])[CH3:17]

Participants

4

Reactant 3

HCID 69803Diethyl acetylenedicarboxylateHCID 110549061,3-Benzodioxole, 5-bromo-6-(dimethoxymethyl)-HCID 15675195HCID 15675195, compound

Product 1

HCID 13910831HCID 13910831, compoundYield 51%

Procedure

2-Bromo-4,5-methylenedioxybenzaldehyde dimethyl-acetal, 3,4-diisopropoxybenzaldehyde and diethyl acetylene-dicarboxylate are treated in the same manner as described in Example 1, whereby 1-(3,4-diisopropoxyphenyl)-2,3-bis(ethoxycarbonyl)-4-hydroxy-6,7-methylenedioxynaphthalene is obtained.

Sources & evidence

ORD record
ord-0fc2179aff2c4e108193d8b88e583dac
Source dataset
uspto-grants-1990_01
Patent number
US04897418

Reaction notes

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