Hydrochloric Acid → 1-(Benzo[d][1,3]dioxol-4-yl)piperazine hydrochloride

HRID 1023212Notes

Reaction equation

HRID 1023212 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([N:10]3[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]3)[C:4]=2[O:3][CH2:2]1.[ClH:23].O1CCOCC1.C(OC(C)C)(C)C>ClCCl>[ClH:23].[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([N:10]3[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)[C:4]=2[O:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 312751,4-DioxaneHCID 68282758Tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate

Product 1

HCID 534879641-(Benzo[d][1,3]dioxol-4-yl)piperazine hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 50 mL flask, Tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate (1.145 g, 3.74 mmol) was combined with dichloromethane M (20 ml) to give a colorless solution. Hydrochloric acid solution, 4M in dioxane (9.34 ml, 37.4 mmol) was added and the reaction mixture was stirred for 4 hours at room temperature. 15 ml of Diisoproylether were added and the mixture was stirred for 5 min at 0° C. The precipitate was collected by filtration, washed with 2 ml of diisopropylether and dried to yield the title compound as a white solid (0.955 grs, 100%). MS (ISP) m/z=207.4 [(M+H)+].

Workup

  1. customto give a colorless solution
  2. stirringthe mixture was stirred for 5 min at 0° C
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with 2 ml of diisopropylether
  5. customdried

Sources & evidence

ORD record
ord-51d19ed78859479492b98cb2fc347ad4
Source dataset
uspto-grants-2014_05
Patent number
US08722683B2

Reaction notes

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