Ammonia → HCID 10406287, compound

HRID 359399Notes

Reaction equation

HRID 359399 reaction equation
[O:1]1[CH2:25][CH:2]1[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([CH:10]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH2:6][CH2:5]1.[NH3:26]>CCO>[NH2:26][CH2:25][CH:2]([OH:1])[CH2:3][N:4]1[CH2:5][CH2:6][N:7]([CH:10]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)[CH2:8][CH2:9]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 10427600HCID 10427600, compound

Product 1

HCID 10406287HCID 10406287, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-[1-(2,3-epoxy)propyl]-4-[bis(4-fluorophenyl)methyl]piperazine (8.9 g, 25.8 mmol) and liquid ammonia (20 mL) in EtOH (40 mL) was heated in a teflon reaction vessel in a bomb at 110° C. for 28 h. The solution was then evaporated to dryness to give about 10 g of a glass which was purified using flash chromatography on silica gel and increasing proportions of methanol in methylene chloride to give the product as an oil which solidified upon vacuum drying, 5.7 g (61%), mp 45°-47° C. IR(neat) 3350 cm-1 ; 300 MHz 1H NMR (CDCl3): δ 7.4-6.9 (m, 8H), 4.21 (s, 1H), 3.68 (br m, 1H) 2.8-2.2(m, 12H); MS 362 (MH+).

Workup

  1. customThe solution was then evaporated to dryness

Sources & evidence

ORD record
ord-9418a49bf912448fbd284b4d8a6846af
Source dataset
uspto-grants-1991_03
Patent number
US05001127

Reaction notes

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