Ammonia → 3-(Chloromethyl)-5-fluorobenzofuran

HRID 2314205Notes

Reaction equation

HRID 2314205 reaction equation
[Al+3:2].[CH2:43]([Cl:44])[Cl:45].[CH3:46][N:47]([CH3:48])[CH:49]=[O:50].[F:22][c:23]1[cH:24][cH:25][c:26]2[o:27][cH:28][c:29]([CH2:30][OH:31])[c:32]2[cH:33]1.[F:7][c:8]1[cH:9][cH:10][c:11]2[c:12]([c:13]([C:16]([O:17][CH3:18])=[O:19])[cH:14][o:15]2)[cH:20]1.[H-:1].[H-:4].[H-:5].[H-:6].[Li+:3].[NH3:21].[O:38]1[CH2:39][CH2:40][CH2:41][CH2:42]1.[S:34]([Cl:35])([Cl:36])=[O:37]>>[F:7][c:8]1[cH:9][cH:10][c:11]2[c:12]([c:13]([CH2:16][Cl:36])[cH:14][o:15]2)[cH:20]1

Participants

11

Reactant 10

HCID 222AmmoniaHCID 6228DimethylformamideHCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 28486Lithium ionHCID 104727Aluminum CationHCID 166653Hydride4×HCID 18184300Methyl 5-fluoro-3-benzofurancarboxylateHCID 18184309HCID 18184309, compound

Product 1

HCID 181843143-(Chloromethyl)-5-fluorobenzofuran

Sources & evidence

ORD record
ord-fb8444f0f6a94358aef404c05159c09f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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