Phosphorus trichloride → HCID 20232478, compound

HRID 2290461Notes

Reaction equation

HRID 2290461 reaction equation
[N:1]1([CH2:7][CH2:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:20]([C:24]1[CH:25]=[C:26]([CH2:35][CH2:36][C:37](O)=[O:38])[CH:27]=[C:28]([C:31]([CH3:34])([CH3:33])[CH3:32])[C:29]=1[OH:30])([CH3:23])([CH3:22])[CH3:21].P(Cl)(Cl)Cl>N1C=CC=CC=1>[C:31]([C:28]1[CH:27]=[C:26]([CH2:35][CH2:36][C:37]([N:4]2[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][C:9]3[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=3)[CH2:2][CH2:3]2)=[O:38])[CH:25]=[C:24]([C:20]([CH3:22])([CH3:21])[CH3:23])[C:29]=1[OH:30])([CH3:34])([CH3:32])[CH3:33]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 883893-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionic acidHCID 20232457Ethyl 4-[2-(1-piperazinyl)ethyl]benzoate

Product 1

HCID 20232478HCID 20232478, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

This is prepared analogously to Example 12 from ethyl 4-[2-(piperazin-1-yl)-ethyl]-benzoate, 3-(3,5-di-tert.-butyl-4-hydroxyphenyl)-propionic acid, phosphorus trichloride and pyridine. Yield 62% of theory; m.p. 105°-107° C. (recrystallised from ethyl acetate/ligroin).

Workup

  1. customm.p. 105°-107° C. (recrystallised from ethyl acetate/ligroin)

Sources & evidence

ORD record
ord-bc19979a8f05415e83d41b235afab659
Source dataset
uspto-grants-1986_10
Patent number
US04616086

Reaction notes

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