1-(2-Methoxyphenyl)piperazine → 73438-28-5

HRID 1655853Notes

Reaction equation

HRID 1655853 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)[Cl:2].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>CC#N>[Cl:2][CH2:1][CH:3]([OH:5])[CH2:4][N:17]1[CH2:16][CH2:15][N:14]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][CH3:6])[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazineHCID 7835Epichlorohydrin

Product 1

HCID 2007931473438-28-5

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To epichlorohydrin (3.9 ML, 50 mmol) in CH3CN (3 mL) at 0° C. was added 1-(2-methoxyphenyl)piperazine (9 mL, 50 mmol) in CH3CN (20 mL) dropwise over 5 minutes under a nitrogen atmosphere. After 16 hours the resultant white precipitate was filtered away, washed with CH3CN and acetone, dried at 30° C. in a vacuum oven and identified as pure product (7.28 g, 51.1%). mp 96°-98° C. DCI/MS M+1=285. (100 MHz) 1 H nmr (dmso-d6) δ:6.9 (m, 4H), 3.76(m, 1H), 3.76 (s, 3H), 3.62 (d of d, 2H), 2.96 (m, 4H), 2.56 (m, 6H).

Workup

  1. filtrationAfter 16 hours the resultant white precipitate was filtered away
  2. washwashed with CH3CN and acetone
  3. customdried at 30° C. in a vacuum oven

Sources & evidence

ORD record
ord-eb2b93fb5f1442e0aea4de2ae93b8ba9
Source dataset
uspto-grants-1993_10
Patent number
US05252569

Reaction notes

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