Benzyl Chloride → HCID 57153492, compound

HRID 1276552Notes

Reaction equation

HRID 1276552 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@:9]2(O)[CH2:17][C@H:16]3[C@@:12]([CH3:23])([C@@H:13]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:14][CH2:15]3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[OH-].[K+].C(Cl)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:1]([O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:17][C@H:16]3[C@@:12]([CH3:23])([C@@H:13]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:14][CH2:15]3)[CH2:11][CH:10]=2)=[CH:5][CH:4]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 14797Potassium HydroxideHCID 57025299HCID 57025299, compound

Product 1

HCID 57153492HCID 57153492, compound

Reagents, catalysts & solvents 1

HCID 94433Tetrabutylammonium hydrogen sulfateCatalyst

Procedure

8.0 g (26.6 mmol) of compound A that is presented according to Example 1c is mixed with 80 ml of a 50% potassium hydroxide solution, 32 ml of benzyl chloride and 1 g of tetrabutyl-ammonium hydrogen sulfate. It is allowed to react for about 4 hours at 50° C. while being stirred vigorously, and the crude mixture, which contains the title compound, is further reacted without purification.

Workup

  1. customto react for about 4 hours at 50° C.

Sources & evidence

ORD record
ord-68c9315e7f6b480da669d5524b128f22
Source dataset
uspto-grants-2000_12
Patent number
US06166075

Reaction notes

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