Tetrahydrofuran → 4-Chloro-3-(3-methoxyprop-1-yn-1-yl)benzoic acid

HRID 207567Notes

Reaction equation

HRID 207567 reaction equation
[CH2:18]1[O:19][CH2:20][CH2:21][CH2:22]1.[CH2:1]([C:2]#[CH:3])[O:4][CH3:5].[CH3:23][CH2:24][N:25]([CH2:26][CH3:27])[CH2:28][CH3:29].[CH3:30][CH2:31][O:32][C:33]([CH3:34])=[O:35].[Cl:6][c:7]1[c:8]([I:16])[cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14][cH:15]1.[I-:17].[Pd:36]([Cl:37])[Cl:38].[c:39]1([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[cH:53][cH:54][cH:55][cH:56][cH:57]1.[c:58]1([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[cH:72][cH:73][cH:74][cH:75][cH:76]1>>[CH2:1]([C:2]#[C:3][c:8]1[c:7]([Cl:6])[cH:15][cH:14][c:10]([C:11](=[O:12])[OH:13])[cH:9]1)[O:4][CH3:5]

Participants

9

Reactant 8

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 30165Iodide IonHCID 693933-MethoxypropyneHCID 27576164-Chloro-3-iodobenzoic acid

Product 1

HCID 675293394-Chloro-3-(3-methoxyprop-1-yn-1-yl)benzoic acid

Sources & evidence

ORD record
ord-076e2893c18a44af8c231b4d35a7036e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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