(+)-Epichlorohydrin → HCID 66880639, compound

HRID 2250365Notes

Reaction equation

HRID 2250365 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7].[CH2:14]([C@H:16]1[O:18][CH2:17]1)[Cl:15]>C(O)C.ClCCl>[Cl:15][CH2:14][C@@H:16]([OH:18])[CH2:17][N:11]1[CH2:10][CH2:9][N:8]([C:6]([C@H:2]2[CH2:3][CH2:4][CH2:5][O:1]2)=[O:7])[CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 149428(+)-EpichlorohydrinHCID 71682081-Piperazinyl[(2R)-tetrahydro-2-furanyl]methanone

Product 1

HCID 66880639HCID 66880639, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-[(R)-tetrahydro-2-furoyl]piperazine (1.89 g, 10.26 mmol) in ethanol (25 mL) was added (S)-epichlorohydrin (1.09 g, 11.8 mmol). The mixture was stirred at room temperature overnight, then concentrated in vacuo, yielding a pale yellow oil. The oil was dissolved in dichloromethane (100 mL), and washed with 1M H3PO4, dried and evaporated, to provide the title intermediate.

Workup

  1. concentrationconcentrated in vacuo
  2. customyielding a pale yellow oil
  3. washwashed with 1M H3PO4
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-5be78d5337574a3d95e1dfa8e6b94ae5
Source dataset
uspto-grants-2008_01
Patent number
US07317022B2

Reaction notes

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