Benzoic Acid → Ethyl4-[4-(1-isopropoxycyclopropyl)-phenylethynyl]-benzoate

HRID 150791Notes

Reaction equation

HRID 150791 reaction equation
[C:16]([OH:17])(=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1.[C:1](#[CH:2])[c:3]1[cH:4][cH:5][c:6]([C:9]2([O:12][CH:13]([CH3:14])[CH3:15])[CH2:10][CH2:11]2)[cH:7][cH:8]1.[CH2:25]([CH3:26])[O:27][C:28]([c:29]1[cH:30][cH:31][c:32]([I:35])[cH:33][cH:34]1)=[O:36].[CH3:37][CH2:38][N:39]([CH2:40][CH3:41])[CH2:42][CH3:43].[Cu:44][I:45].[Pd:46]([Cl:47])[Cl:48].[c:49]1([P:50]([c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[cH:63][cH:64][cH:65][cH:66][cH:67]1.[c:68]1([P:69]([c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[cH:82][cH:83][cH:84][cH:85][cH:86]1>>[C:1](#[C:2][c:32]1[cH:31][cH:30][c:29]([C:28]([O:27][CH2:25][CH3:26])=[O:36])[cH:34][cH:33]1)[c:3]1[cH:4][cH:5][c:6]([C:9]2([O:12][CH:13]([CH3:14])[CH3:15])[CH2:10][CH2:11]2)[cH:7][cH:8]1

Participants

8

Reactant 7

HCID 243Benzoic AcidHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 142891Ethyl 4-iodobenzoateHCID 225688581-Ethynyl-4-(1-isopropoxycyclopropyl)-benzene

Product 1

HCID 22568976Ethyl4-[4-(1-isopropoxycyclopropyl)-phenylethynyl]-benzoate

Sources & evidence

ORD record
ord-106f583a6cf844f1bae6b2672c8e62a5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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