1-(Bromomethyl)-4-chlorobenzene → HCID 58966930, compound

HRID 1948212Notes

Reaction equation

HRID 1948212 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].Br[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1>>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][N:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][C:2]2=[O:11])=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 178515546HCID 178515546, compound

Product 1

HCID 58966930HCID 58966930, compoundYield 79.7%

Procedure

According to Scheme 12: The title compound was prepared from quinolin-2-ol (1 eq, 0.69 mmol, 0.10 g) and 1-(bromomethyl)-4-chlorobenzene (1.5 eq, 1.03 mmol, 0.21 g) according to the procedure described for Example 1, Step 2. Reaction conditions: 17 hours under reflux. The residue was purified by flash chromatography on silica gel using pure CH2Cl2 as eluent to afford 1-(4-chlorobenzyl)quinolin-2(1H)-one as a white solid (0.55 mmol, 0.15 g, 79%).

Workup

  1. customReaction conditions
  2. temperature17 hours under reflux
  3. customThe residue was purified by flash chromatography on silica gel using pure CH2Cl2 as eluent

Sources & evidence

ORD record
ord-d5474c59c7a24da181d7d55e9dafe32a
Source dataset
uspto-grants-2013_03
Patent number
US08399493B2

Reaction notes

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