1,6-Dibromohexane → 6-(6-Bromo-hexyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

HRID 49474Notes

Reaction equation

HRID 49474 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]Br>>[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][Br:19])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 123681,6-DibromohexaneHCID 53408427Tert-butyl 6-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate

Product 1

HCID 695149326-(6-Bromo-hexyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl esterYield 40%

Procedure

In analogy to example 2.2, 6-Hydroxy-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester and 1,6-dibromohexane were converted to yield 6-(6-Bromo-hexyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester (40%) as light green oil, MS: 412 (MH+, 1Br);

Sources & evidence

ORD record
ord-17674b9d8747472b99994b46dc6a5438
Source dataset
uspto-grants-2004_03
Patent number
US06706751B2

Reaction notes

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