Tetrahydrofuran → [4-(2,2,4,4-Tetramethyl-chroman-6-yl-ethynyl)phenyl]acetic Acid Methyl ester

HRID 2334044Notes

Reaction equation

HRID 2334044 reaction equation
[C:1](#[CH:2])[c:3]1[cH:4][c:5]2[c:10]([cH:11][cH:12]1)[O:9][C:8]([CH3:13])([CH3:14])[CH2:7][C:6]2([CH3:15])[CH3:16].[CH2:29]([N:30]([CH2:31][CH3:32])[CH2:33][CH3:34])[CH3:35].[CH3:17][O:18][C:19]([CH2:20][c:21]1[cH:22][cH:23][c:24]([I:27])[cH:25][cH:26]1)=[O:28].[CH3:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46].[CH3:90][CH2:91][O:92][C:93](=[O:94])[CH3:95].[Cu:47][I:48].[O:36]1[CH2:37][CH2:38][CH2:39][CH2:40]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][cH:22][c:21]([CH2:20][C:19]([O:18][CH3:17])=[O:28])[cH:26][cH:25]1)[c:3]1[cH:4][c:5]2[c:10]([cH:11][cH:12]1)[O:9][C:8]([CH3:13])([CH3:14])[CH2:7][C:6]2([CH3:15])[CH3:16]

Participants

10

Reactant 9

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 10378700Methyl 4-IodophenylacetateHCID 156611382,2,4,4-Tetramethyl-6-ethynylchroman

Product 1

HCID 12971716[4-(2,2,4,4-Tetramethyl-chroman-6-yl-ethynyl)phenyl]acetic Acid Methyl ester

Sources & evidence

ORD record
ord-df8b1c9789a947b19af4536afa6e7c12
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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