Chloroform → 3-[3,5-Bis(trifluoromethyl)phenyl]prop-2-yn-1-ol

HRID 1545945Notes

Reaction equation

HRID 1545945 reaction equation
[CH2:35]([C:36]#[CH:37])[OH:38].[CH:106]([Cl:107])([Cl:108])[Cl:109].[CH:39]([N:40]([CH:41]([CH3:42])[CH3:43])[CH2:44][CH3:45])([CH3:46])[CH3:47].[Cu:48][I:49].[I:1][c:2]1[cH:3][c:4]([C:12]([F:13])([F:14])[F:15])[cH:5][c:6]([C:8]([F:9])([F:10])[F:11])[cH:7]1.[O:110]1[CH2:111][CH2:112][CH2:113][CH2:114]1.[O:52]=[C:53]([CH:54]=[CH:55][c:56]1[cH:57][cH:58][cH:59][cH:60][cH:61]1)[CH:62]=[CH:63][c:64]1[cH:65][cH:66][cH:67][cH:68][cH:69]1.[O:70]=[C:71]([CH:72]=[CH:73][c:74]1[cH:75][cH:76][cH:77][cH:78][cH:79]1)[CH:80]=[CH:81][c:82]1[cH:83][cH:84][cH:85][cH:86][cH:87]1.[O:88]=[C:89]([CH:90]=[CH:91][c:92]1[cH:93][cH:94][cH:95][cH:96][cH:97]1)[CH:98]=[CH:99][c:100]1[cH:101][cH:102][cH:103][cH:104][cH:105]1.[Pd:50].[Pd:51].[c:16]1([P:17]([c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[cH:30][cH:31][cH:32][cH:33][cH:34]1>>[c:2]1([C:37]#[C:36][CH2:35][OH:38])[cH:3][c:4]([C:12]([F:13])([F:14])[F:15])[cH:5][c:6]([C:8]([F:9])([F:10])[F:11])[cH:7]1

Participants

10

Reactant 9

HCID 6212ChloroformHCID 7859Propargyl alcoholHCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 23938Palladium2×HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 81531DiisopropylethylamineHCID 95417Dibenzylidene acetone3×HCID 6309701-Iodo-3,5-bis(trifluoromethyl)benzene

Product 1

HCID 27361793-[3,5-Bis(trifluoromethyl)phenyl]prop-2-yn-1-ol

Sources & evidence

ORD record
ord-1ff69d6c6ab94f14905ff2891acbd3fb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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