Acetate → 4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)ethynyl]-benzonitrile

HRID 2345298Notes

Reaction equation

HRID 2345298 reaction equation
[Br:17][c:18]1[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25]1.[CH3:1][C:2]1([CH3:16])[c:3]2[cH:4][cH:5][c:6]([C:14]#[CH:15])[cH:7][c:8]2[C:9]([CH3:12])([CH3:13])[CH2:10][CH2:11]1.[CH3:54][CH2:55][N:56]([CH2:57][CH3:58])[CH2:59][CH3:60].[O-:46][C:47]([CH3:48])=[O:49].[O-:50][C:51]([CH3:52])=[O:53].[Pd+2:45].[c:26]1([P:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42][cH:43][cH:44]1>>[CH3:1][C:2]1([CH3:16])[c:3]2[cH:4][cH:5][c:6]([C:14]#[C:15][c:18]3[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25]3)[cH:7][c:8]2[C:9]([CH3:12])([CH3:13])[CH2:10][CH2:11]1

Participants

7

Reactant 6

HCID 175Acetate2×HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 12162Benzonitrile, 4-bromo-HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 147265491,1,4,4-Tetramethyl-6-ethynyl-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 136048264-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)ethynyl]-benzonitrile

Sources & evidence

ORD record
ord-1f1534c0cc2f4d80be62640def6ea41c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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