Tetrahydrofuran → 2,6-Di-tert-butyl4-trimethylsilanylethynyl-phenol

HRID 1128981Notes

Reaction equation

HRID 1128981 reaction equation
[Br:1][c:2]1[cH:3][c:4]([C:13]([CH3:14])([CH3:15])[CH3:16])[c:5]([OH:12])[c:6]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:7]1.[CH2:17]([N:18]([CH2:19][CH3:20])[CH2:21][CH3:22])[CH3:23].[CH3:29][Si:30]([CH3:31])([CH3:32])[C:33]#[CH:34].[CH3:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40].[Cu:41][I:42].[O:24]1[CH2:25][CH2:26][CH2:27][CH2:28]1.[Pd:43]([Cl:44])[Cl:45].[c:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1>>[c:2]1([C:34]#[C:33][Si:30]([CH3:29])([CH3:31])[CH3:32])[cH:3][c:4]([C:13]([CH3:14])([CH3:15])[CH3:16])[c:5]([OH:12])[c:6]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:7]1

Participants

9

Reactant 8

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 708294-Bromo-2,6-di-tert-butylphenol

Product 1

HCID 225689242,6-Di-tert-butyl4-trimethylsilanylethynyl-phenol

Sources & evidence

ORD record
ord-f635eb069f474c37b7a0015b35f6515d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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