8-Hydroxyquinoline → 3-(Quinolin-8-yloxy)propyl acetate

HRID 2178273Notes

Reaction equation

[C:1]([O:4][CH2:5][CH:6](Br)[CH3:7])(=[O:3])[CH3:2].C(OCCBr)(=O)C.[OH:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[C:26]=1[N:25]=[CH:24][CH:23]=[CH:22]2>>[C:1]([O:4][CH2:5][CH2:6][CH2:7][O:16][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[C:26]=1[N:25]=[CH:24][CH:23]=[CH:22]2)(=[O:3])[CH3:2]

Participants

Reactant 3

HCID 19238-Hydroxyquinoline

HCID 135641-Acetoxy-2-bromoethane

HCID 131292822-Bromopropyl acetate

Product 1

HCID 594187783-(Quinolin-8-yloxy)propyl acetate

Procedure

3-(Quinolin-8-yloxy)propyl acetate (44A) was prepared following a similar procedure as that described in example 39, except 2-bromopropyl acetate for 2-bromoethyl acetate and 8-hydroxyquinoline was used instead of 3-(dimethylamino)phenol in step 1 of example 39.

Sources & evidence

ORD record: ord-b93108c895754d74afc9ff9f871cc25e
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067928B2

Reaction notes

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