Acetate → 1,1'-Binaphthalene, 2,2'-dimethyl-

HRID 1551087Notes

Reaction equation

HRID 1551087 reaction equation
[Br-:1].[Br:14][c:15]1[c:16]([CH3:25])[cH:17][cH:18][c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]12.[CH3:108][c:109]1[cH:110][cH:111][cH:112][cH:113][cH:114]1.[CH3:2][c:3]1[c:4]([Mg+:13])[c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]2[cH:11][cH:12]1.[ClH:107].[O-:116][C:117]([CH3:118])=[O:119].[O-:120][C:121]([CH3:122])=[O:123].[OH2:124].[PH3:26].[Pd+2:115].[c:27]1([P:28]([c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[CH2:35][CH2:36][CH2:37][CH2:38][P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[cH:52][cH:53][cH:54][cH:55][cH:56]1.[c:57]1([P:58]([CH2:59][O:60][c:61]2[cH:62][cH:63][c:64]3[c:65]([cH:66][cH:67][cH:68][cH:69]3)[c:70]2-[c:71]2[c:72]3[c:73]([cH:74][cH:75][cH:76][cH:77]3)[cH:78][cH:79][c:80]2[O:81][CH2:82][P:83]([c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[c:90]2[cH:91][cH:92][cH:93][cH:94][cH:95]2)[c:96]2[cH:97][cH:98][cH:99][cH:100][cH:101]2)[cH:102][cH:103][cH:104][cH:105][cH:106]1>>[CH3:2][c:3]1[c:4](-[c:15]2[c:16]([CH3:25])[cH:17][cH:18][c:19]3[cH:20][cH:21][cH:22][cH:23][c:24]23)[c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]2[cH:11][cH:12]1

Participants

12

Reactant 11

HCID 175Acetate2×HCID 259Bromide ionHCID 313Hydrochloric AcidHCID 962WaterHCID 1140TolueneHCID 24404PhosphineHCID 757541-Bromo-2-methylnaphthaleneHCID 821241,4-Bis(diphenylphosphino)butaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 118285682,2'-Bis(diphenylphosphinomethoxy)-1,1'-binaphthylHCID 178422612HCID 178422612, compound

Product 1

HCID 1417481,1'-Binaphthalene, 2,2'-dimethyl-

Sources & evidence

ORD record
ord-fef73cff9d37446a8acf20d940d44f6a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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