Tetrahydrofuran → [2-Fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydronaphthalene-2-ylethynyl)phenyl]acetic acid ethyl ester

HRID 698178Notes

Reaction equation

HRID 698178 reaction equation
[C:1](#[CH:2])[c:3]1[cH:4][c:5]2[c:10]([cH:11][cH:12]1)[C:9](=[O:13])[CH2:8][CH2:7][C:6]2([CH3:14])[CH3:15].[CH2:16]([CH3:17])[O:18][C:19]([CH2:20][c:21]1[c:22]([F:28])[cH:23][c:24]([I:27])[cH:25][cH:26]1)=[O:29].[CH3:35][CH2:36][O:37][C:38](=[O:39])[CH3:40].[CH3:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46].[Cu:47][I:48].[O:30]1[CH2:31][CH2:32][CH2:33][CH2:34]1.[Pd:49]([Cl:50])[Cl:51].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1>>[C:1](#[C:2][c:24]1[cH:23][c:22]([F:28])[c:21]([CH2:20][C:19]([O:18][CH2:16][CH3:17])=[O:29])[cH:26][cH:25]1)[c:3]1[cH:4][c:5]2[c:10]([cH:11][cH:12]1)[C:9](=[O:13])[CH2:8][CH2:7][C:6]2([CH3:14])[CH3:15]

Participants

9

Reactant 8

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 18740710Ethyl 2-fluoro-4-iodophenylacetateHCID 225688236-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-one

Product 1

HCID 69548870[2-Fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydronaphthalene-2-ylethynyl)phenyl]acetic acid ethyl ester

Sources & evidence

ORD record
ord-cd190ca125064f6eaf4a2e988a942ab1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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