Thionyl Chloride → HCID 23046046, compound

HRID 2107534Notes

Reaction equation

HRID 2107534 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:19]=[CH:18][C:9]([C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=O)=[CH:8][CH:7]=1.COCCOC1C=CC(C(O)C2C=CC=CC=2)=CC=1.[BH4-].[Na+].S(Cl)([Cl:43])=O>C(Cl)(Cl)Cl>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:19]=[CH:18][C:9]([CH:10]([Cl:43])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 24386Thionyl ChlorideHCID 4311764Sodium borohydrideHCID 230460474-(2-Methoxyethoxy)benzhydrol2×HCID 230460514-(2-Methoxyethoxy)benzophenone

Product 1

HCID 23046046HCID 23046046, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

For the preparation of the compound of Example 27, 4-(2-methoxyethoxy)benzophenone is obtained by reaction of 4-hydroxybenzophenone with 2-methoxyethyl chloride at 100° C. in the presence of sodium hydride in dimethylformamide. Further reaction takes place in accordance with Example 1-5. 4-(2-Methoxyethoxy)benzophenone is reduced to 4-(2-methoxyethoxy)benzhydrol using sodium borohydride. 4-(2-Methoxyethoxy)benzhydrol is reacted with thionyl chloride in chloroform to give 4-(2-methoxyethoxy)benzhydryl chloride. 4-(2-methoxyethoxy)benzhydryl chloride is reacted with piperazine in dimethylformamide in the presence of potassium carbonate to give 1-((4-(2-methoxyethoxy)phenyl)phenylmethyl)piperazine.

Workup

  1. customFurther reaction

Sources & evidence

ORD record
ord-6a68a339f3e449468d946b6009c57a74
Source dataset
uspto-grants-1990_06
Patent number
US04935414

Reaction notes

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