Diphenyl Ether → HCID 178439550, compound

HRID 633824Notes

Reaction equation

HRID 633824 reaction equation
C([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH3:16])[CH:13]=2)[N:8]=[CH:7][CH:6]=1)C=C.[C:17]1(OC2C=CC=CC=2)[CH:22]=CC=C[CH:18]=1>>[CH2:22]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:5]=1[OH:4])=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[CH:17]=[CH2:18]

Participants

3

Reactant 2

HCID 7583Diphenyl EtherHCID 867307064-Allyloxy-6-methoxy-quinoline

Product 1

HCID 178439550HCID 178439550, compoundYield 32%

Procedure

A solution of 4-allyloxy-6-methoxy-quinoline (4.0 g, 18.6 mmol, 1.0 eq) in diphenyl oxide (80 mL) is heated at 180° C. for 1 hour. The reaction mixture is then cooled down to room temperature before the addition of petroleum ether (100 mL). The resulting suspension is filtered to afford 3-allyl-6-methoxy-quinolin-4-ol as a light grey solid (1.3 g, 32% yield).

Workup

  1. filtrationThe resulting suspension is filtered

Sources & evidence

ORD record
ord-9a14b67aa14040768ccd5412775e2a2f
Source dataset
uspto-grants-2016_04
Patent number
US09321788B2

Reaction notes

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