Chloroform → 2-(1-Hydroxyiminoethyl)-4-[4-(2-hydroxyethyl)piperazin-1-ylmethyl]phenol

HRID 23936Notes

Reaction equation

Cl.[NH2:2][OH:3].C(=O)(O)[O-].[Na+].[C:9]([C:12]1[CH:17]=[C:16]([CH2:18][N:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][OH:27])[CH2:21][CH2:20]2)[CH:15]=[CH:14][C:13]=1[OH:28])(=O)[CH3:10].C(Cl)(Cl)Cl>O.CO>[OH:3][N:2]=[C:9]([C:12]1[CH:17]=[C:16]([CH2:18][N:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][OH:27])[CH2:21][CH2:20]2)[CH:15]=[CH:14][C:13]=1[OH:28])[CH3:10]

Participants

Conditions

Temperature: 65 °C

Procedure

Hydroxylamine hydrochloride (63 mg, 0.9 mmol) and sodium bicarbonate (76 mg, 0.9 mmol) were dissolved in distilled water (1 ml). 2-Acetyl-4-[4-(2-hydroxyethyl)-piperazin-1-yl-methyl]phenol (85 mg, 0.3 mmol) in absolute methanol (2 ml) was added and the reaction mixture was stirred at 65° C. for 24 h. CHCl3 (20 ml) was then added, the organic phase washed with water followed by brine, dried over Na2SO4, filtered and evaporated to obtain the title product (52 mg, 81%).

Workup

washthe organic phase washed with water
dry with materialdried over Na2SO4
filtrationfiltered
customevaporated

Sources & evidence

ORD record: ord-16df7836f55644e0b2139ea2dbbfac49
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06855711B1

Reaction notes

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