Tetrahydrofuran → 4-(8-Cycloproply-2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid ethyl ester

HRID 184751Notes

Reaction equation

HRID 184751 reaction equation
[CH2:20]([CH3:21])[O:22][C:23]([c:24]1[cH:25][cH:26][c:27]([I:30])[cH:28][cH:29]1)=[O:31].[CH2:32]([N:33]([CH2:34][CH3:35])[CH2:36][CH3:37])[CH3:38].[CH3:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49].[CH3:93][CH2:94][O:95][C:96](=[O:97])[CH3:98].[CH:1]1([c:4]2[cH:5][c:6]([C:18]#[CH:19])[cH:7][c:8]3[c:13]2[O:12][C:11]([CH3:14])([CH3:15])[CH2:10][C:9]3([CH3:16])[CH3:17])[CH2:2][CH2:3]1.[Cu:50][I:51].[O:39]1[CH2:40][CH2:41][CH2:42][CH2:43]1.[Pd:52]([Cl:53])[Cl:54].[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1.[c:74]1([P:75]([c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[cH:88][cH:89][cH:90][cH:91][cH:92]1>>[CH:1]1([c:4]2[cH:5][c:6]([C:18]#[C:19][c:27]3[cH:26][cH:25][c:24]([C:23]([O:22][CH2:20][CH3:21])=[O:31])[cH:29][cH:28]3)[cH:7][c:8]3[c:13]2[O:12][C:11]([CH3:14])([CH3:15])[CH2:10][C:9]3([CH3:16])[CH3:17])[CH2:2][CH2:3]1

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 142891Ethyl 4-iodobenzoateHCID 225690068-Cyclopropyl-6-ethynyl-2,2,4,4-tetramethylchroman

Product 1

HCID 695480714-(8-Cycloproply-2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid ethyl ester

Sources & evidence

ORD record
ord-70253402e2bc495aa99d6f305e41b6c1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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