Acetate → 3-Bromo-5-(4-chlorophenyl)-2-ethyl-thiophene

HRID 107053Notes

Reaction equation

HRID 107053 reaction equation
[Br:1][c:2]1[c:3]([CH2:8][CH3:9])[s:4][c:5]([Br:7])[cH:6]1.[C:66]([O-:67])(=[O:68])[CH3:69].[C:71]([O-:72])(=[O:73])[CH3:74].[CH2:10]([Li:11])[CH2:12][CH2:13][CH3:14].[CH2:75]1[O:76][CH2:77][CH2:78][CH2:79]1.[CH3:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[CH3:21][O:22][B:23]([O:24][CH3:25])[O:26][CH3:27].[CH3:61][CH2:62][O:63][CH2:64][CH3:65].[Cl:47][c:48]1[cH:49][cH:50][c:51]([I:54])[cH:52][cH:53]1.[Na+:55].[Na+:56].[O-:57][C:58](=[O:59])[O-:60].[Pd+2:70].[c:28]1([P:29]([c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[cH:42][cH:43][cH:44][cH:45][cH:46]1>>[Br:1][c:2]1[c:3]([CH2:8][CH3:9])[s:4][c:5](-[c:51]2[cH:50][cH:49][c:48]([Cl:47])[cH:53][cH:52]2)[cH:6]1

Participants

13

Reactant 12

HCID 175Acetate2×HCID 923Sodium ion2×HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 8058HexaneHCID 8470Trimethyl borateHCID 11776TriphenylphosphineHCID 125101-Chloro-4-iodobenzeneHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 131771783,5-Dibromo-2-ethylthiopheneHCID 178418339Butyllithium

Product 1

HCID 595846453-Bromo-5-(4-chlorophenyl)-2-ethyl-thiophene

Sources & evidence

ORD record
ord-dbfdbe93b34a479cb3f36975231b5ae3
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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