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Acetate → γ-Methylene-6-quinolinepropanol

HRID 837828
Notes
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Reaction equation

HRID 837828 reaction equation
[Br:20][C:21]([CH2:22][CH2:23][OH:24])=[CH2:25].[C:69]([O-:70])(=[O:71])[CH3:72].[C:74]([O-:75])(=[O:76])[CH3:77].[CH3:1][C:2]1([CH3:3])[C:4]([CH3:5])([CH3:6])[O:7][B:8]([c:9]2[cH:10][c:11]3[cH:12][cH:13][cH:14][n:15][c:16]3[cH:17][cH:18]2)[O:19]1.[CH3:55][c:56]1[cH:57][cH:58][cH:59][cH:60][cH:61]1.[CH3:63][CH2:64][O:65][C:66]([CH3:67])=[O:68].[CH:26]1([P:27]([CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][c:39]2-[c:40]2[c:41]([O:42][CH3:43])[cH:44][cH:45][cH:46][c:47]2[O:48][CH3:49])[CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]1.[OH2:62].[Pd+2:73]>>[c:9]1([C:21]([CH2:22][CH2:23][OH:24])=[CH2:25])[cH:10][c:11]2[cH:12][cH:13][cH:14][n:15][c:16]2[cH:17][cH:18]1
ParticipantsSources & evidenceReaction notes

Participants

9

Reactant 8

HCID 175Acetate2×HCID 962WaterHCID 1140TolueneHCID 8857Ethyl AcetateHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 5339753-Bromo-3-buten-1-olHCID 11269872
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
HCID 162177846-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline

Product 1

HCID 67224309γ-Methylene-6-quinolinepropanol

Sources & evidence

ORD record
ord-8f6a4e2946d146059e0979a130093767
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes