Benzene, 1-(chloromethyl)-2-fluoro- → HCID 2986847, compound

HRID 2253866Notes

Reaction equation

HRID 2253866 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.Cl[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18]>>[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][N:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]2=[N:1]1

Participants

4

Reactant 2

HCID 9580Benzene, 1-(chloromethyl)-2-fluoro-HCID 178418385HCID 178418385, compound

Product 2

HCID 2986847HCID 2986847, compoundHCID 18951202HCID 18951202, compound

Procedure

In a procedure as in Example 2 but using 1H-benzotriazole (34.5 g, 0.289 mol) and 1-(chloromethyl)-2-fluorobenzene (41.8 g, 0.289 mol) for 1 h gave the title compound and (2-fluorophenyl)methyl-2-H-benzotriazole in a ratio of 80:20. Similar workup and recrystallization gave the pure 1H-isomer (73%): mp 93°-95° C. (cyclohexane); 1H NMR (270 MHz, CDCl3) δ 5.93 (s, 2H, CH2), 7.08-7.47 (m, 7H), 8.10 (d, J=7.2 Hz, 1H).

Workup

  1. customfor 1 h

Sources & evidence

ORD record
ord-f320603ff6164eaba0c74ea854c80d13
Source dataset
uspto-grants-1993_08
Patent number
US05233046

Reaction notes

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