Tetrahydrofuran → 1-(5-Chloropent-1-yn-1-yl)-4-nitrobenzene

HRID 2314740Notes

Reaction equation

HRID 2314740 reaction equation
[CH3:22][CH2:23][N:24]([CH2:25][CH3:26])[CH2:27][CH3:28].[Cl:11][CH2:12][CH2:13][CH2:14][C:15]#[CH:16].[Cu:70][I:71].[I:1][c:2]1[cH:3][cH:4][c:5]([N+:8](=[O:9])[O-:10])[cH:6][cH:7]1.[O:17]1[CH2:18][CH2:19][CH2:20][CH2:21]1.[Pd:29]([Cl:30])[Cl:31].[c:32]1([P:33]([c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[cH:46][cH:47][cH:48][cH:49][cH:50]1.[c:51]1([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[cH:65][cH:66][cH:67][cH:68][cH:69]1>>[c:2]1([C:16]#[C:15][CH2:14][CH2:13][CH2:12][Cl:11])[cH:3][cH:4][c:5]([N+:8](=[O:9])[O-:10])[cH:6][cH:7]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 124951-Iodo-4-nitrobenzeneHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 843081-Pentyne, 5-chloro-

Product 1

HCID 547714241-(5-Chloropent-1-yn-1-yl)-4-nitrobenzene

Sources & evidence

ORD record
ord-d9f0cdb93e434c5783bd4c4665e8c041
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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