o-Chloranil → 4-(7-Methoxynaphth-1-yl)-1-methylpiperidine

HRID 4970

Reaction equation

[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH:9]=[C:10]2[CH:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:5][CH:4]=1.ClC1C(=O)C(=O)C(Cl)=C(Cl)C=1Cl>>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 73252o-Chloranil

HCID 190962484-(3,4-Dihydro-7-methoxynaphth 1-yl)-1-methylpiperidine

Product 1

HCID 191052624-(7-Methoxynaphth-1-yl)-1-methylpiperidine

Procedure

A mixture of 11.5 g of the product from Example 15 and 23.1 g of tetrachloro-1,2-benzoquinone in solution in 600 ml of anhydrous ethyl acohol is refluxed for 30 hours.

Workup

temperatureis refluxed for 30 hours

Sources & evidence

ORD record: ord-8e041e10770c49b4839e80c7837e0520
Source dataset: uspto-grants-1993_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05242933

Linked notes

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