4-Fluorobenzyl chloride → HCID 13037800, compound

HRID 127252Notes

Reaction equation

HRID 127252 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([OH:30])[CH2:16][O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OC(COCCCCCCCCCCCC)CN1CCNCC1.[F:54]C1C=CC(CCl)=CC=1>[Pd]>[F:54][C:5]1[CH:6]=[CH:7][C:2]([CH2:1][N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH:15]([OH:30])[CH2:16][O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:12][CH2:13]2)=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 96024-Fluorobenzyl chlorideHCID 13037799HCID 13037799, compoundHCID 20553812HCID 20553812, compound

Product 1

HCID 13037800HCID 13037800, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Following the procedures of Examples 4 and 5, 1-benzyl-4-(2-hydroxy-3-n-dodecyloxypropyl)-piperazine was converted to 1-(2-hydroxy-3-n-dodecyloxypropyl)piperazine by hydrogenolysis using a palladium on carbon catalyst. The hydrogenolysis product was reacted with 4-fluorobenzyl chloride to form 1-(4-fluorobenzyl)-4-(2-hydroxy-3-n-dodecyloxypropyl)-piperazine, mp 243°-245° C.

Sources & evidence

ORD record
ord-962c7848b81e4762a497e941bb1a4c4e
Source dataset
uspto-grants-1981_03
Patent number
US04255426

Reaction notes

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