Tert-butyl 6-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate → 6-(4-Bromo-but-2-enyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

HRID 49472Notes

Reaction equation

HRID 49472 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][CH:20]=[CH:21][CH2:22][CH2:23]Br>>[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18][CH2:23][CH:22]=[CH: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 53408427Tert-butyl 6-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylateHCID 536293111,4-Dibromobut-1-ene

Product 1

HCID 695153136-(4-Bromo-but-2-enyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

Procedure

In analogy to example 2.2, 6-Hydroxy-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester and 1,4-dibromobutene were converted to yield 6-(4-Bromo-but-2-enyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester as colorless oil, MS: 381 (M, 1Br);

Sources & evidence

ORD record
ord-a8a599d369bf43b29685bae8ba920c8b
Source dataset
uspto-grants-2004_03
Patent number
US06706751B2

Reaction notes

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