Chloride → Ethyl 5',6'-dihydro-5',5'-dimethyl-8'-(4-methylphenyl)-[2,2'-binaphthalene]-6-carboxylate

HRID 1222480Notes

Reaction equation

HRID 1222480 reaction equation
[Br:26][c:27]1[cH:28][c:29]2[cH:30][cH:31][c:32]([C:37](=[O:38])[O:39][CH2:40][CH3:41])[cH:33][c:34]2[cH:35][cH:36]1.[CH2:22]([Br:23])[CH2:24][Br:25].[CH2:62]([Al+:63][CH2:64][CH:65]([CH3:66])[CH3:67])[CH:68]([CH3:69])[CH3:70].[CH2:71]1[O:72][CH2:73][CH2:74][CH2:75]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:8]2=[CH:9][CH2:10][C:11]([CH3:19])([CH3:20])[c:12]3[cH:13][cH:14][c:15]([Br:18])[cH:16][c:17]32)[cH:6][cH:7]1.[Cl-:76].[Cl-:78].[H-:61].[Mg:21].[Zn+2:77].[c:42]1([P:43]([c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[cH:56][cH:57][cH:58][cH:59][cH:60]1>>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:8]2=[CH:9][CH2:10][C:11]([CH3:19])([CH3:20])[c:12]3[cH:13][cH:14][c:15](-[c:27]4[cH:28][c:29]5[cH:30][cH:31][c:32]([C:37](=[O:38])[O:39][CH2:40][CH3:41])[cH:33][c:34]5[cH:35][cH:36]4)[cH:16][c:17]32)[cH:6][cH:7]1

Participants

11

Reactant 10

HCID 312Chloride2×HCID 78391,2-DibromoethaneHCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 32051Zinc(2+)HCID 166653HydrideHCID 1249959Ethyl 6-bromonaphthalene-2-carboxylateHCID 5462224MagnesiumHCID 106876226-Bromo-1,1-dimethyl-4-p-tolyl-1,2-dihydronaphthaleneHCID 16686348Bis(2-methylpropyl)alumanylium

Product 1

HCID 15870725Ethyl 5',6'-dihydro-5',5'-dimethyl-8'-(4-methylphenyl)-[2,2'-binaphthalene]-6-carboxylate

Sources & evidence

ORD record
ord-46efe5aea4fe446aae8920c82ca2e808
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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