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Hexane → 8-Cyclopropyl-3,4-dihydro-4,4-dimethyl-6-(trimethylsilanyl)ethynylspiro[2 H 1-benzopyran-2,1'-cyclopropane]

HRID 174901
Notes
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Reaction equation

HRID 174901 reaction equation
[Br:1][c:2]1[cH:3][c:4]([CH:16]2[CH2:17][CH2:18]2)[c:5]2[c:6]([cH:15]1)[C:7]([CH3:13])([CH3:14])[CH2:8][C:9]1([O:10]2)[CH2:11][CH2:12]1.[CH2:25]([N:26]([CH2:27][CH3:28])[CH2:29][CH3:30])[CH3:31].[CH3:19][Si:20]([CH3:21])([CH3:22])[C:23]#[CH:24].[CH3:32][CH2:33][O:34][C:35](=[O:36])[CH3:37].[CH3:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43].[Cu:44][I:45].[Pd:46]([Cl:47])[Cl:48].[c:49]1([P:50]([c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[cH:63][cH:64][cH:65][cH:66][cH:67]1.[c:68]1([P:69]([c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[cH:82][cH:83][cH:84][cH:85][cH:86]1>>[c:2]1([C:24]#[C:23][Si:20]([CH3:19])([CH3:21])[CH3:22])[cH:3][c:4]([CH:16]2[CH2:17][CH2:18]2)[c:5]2[c:6]([cH:15]1)[C:7]([CH3:13])([CH3:14])[CH2:8][C:9]1([O:10]2)[CH2:11][CH2:12]1
ParticipantsSources & evidenceReaction notes

Participants

9

Reactant 8

HCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111
Trimethylsilylacetylene
HCID 225689116-Bromo-8-cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]

Product 1

HCID 225688398-Cyclopropyl-3,4-dihydro-4,4-dimethyl-6-(trimethylsilanyl)ethynylspiro[2 H 1-benzopyran-2,1'-cyclopropane]

Sources & evidence

ORD record
ord-aa942006168a49648bb7723db874e7b6
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes