Hydrochloric Acid → 2-(Piperazin-1-yl)propan-1-ol

HRID 1092109Notes

Reaction equation

HRID 1092109 reaction equation
[OH:1][CH2:2][CH:3]([N:5]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)[CH3:4].Cl.O1CCOCC1>C(OCC)(=O)C.CO.CCOCC>[N:5]1([CH:3]([CH3:4])[CH2:2][OH:1])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 50987509Tert-butyl 4-(1-hydroxypropan-2-yl)piperazine-1-carboxylate

Product 1

HCID 706292-(Piperazin-1-yl)propan-1-olYield 113.8%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of tert-butyl 4-(1-hydroxypropan-2-yl)piperazine-1-carboxylate (0.782 g, 3.2 mmol) in a mixture of ethyl acetate (10 ml) and methanol (10.00 mL), was treated drop-wise with 4.0M HCl in dioxane (12.00 ml, 48.00 mmol) at room temperature. The reaction mixture was stirred for 18 h. The reaction mixture was diluted with ether and the white solid filtered off, washed with ether and air dried to give 2-(piperazin-1-yl)propan-1-ol (0.525 g, 76%), as its dihydrochloride salt.

Workup

  1. filtrationthe white solid filtered off
  2. washwashed with ether and air
  3. customdried

Sources & evidence

ORD record
ord-db14603bad0841dd80f7bf3fa8cefc11
Source dataset
uspto-grants-2012_03
Patent number
US08129391B2

Reaction notes

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