Ethanol → HCID 70619733, compound

HRID 328704Notes

Reaction equation

HRID 328704 reaction equation
[O:1]1[CH:11]2[CH:2]1[CH2:3][C:4]1[C:9]([CH2:10]2)=[C:8]([O:12][CH3:13])[CH:7]=[CH:6][C:5]=1[O:14][CH3:15].[F:16][C:17]([F:31])([F:30])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:19]=1.C(O)C>C1(C)C(C)=CC=CC=1>[CH3:15][O:14][C:5]1[CH:6]=[CH:7][C:8]([O:12][CH3:13])=[C:9]2[C:4]=1[CH2:3][C@@H:2]([N:27]1[CH2:26][CH2:25][N:24]([C:20]3[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:30])([F:31])[F:16])[CH:19]=3)[CH2:29][CH2:28]1)[C@H:11]([OH:1])[CH2:10]2

Participants

5

Reactant 3

HCID 702EthanolHCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 123670031a,2,7,7a-Tetrahydro-3,6-dimethoxynaphth[2,3-b]oxirene

Product 1

HCID 70619733HCID 70619733, compoundYield 36.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 10.3 g of 2,3-epoxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene, 11.5 g of N-(α,α,α-trifluoro-m-tolyl)piperazine, and 2 ml of absolute ethanol in 100 ml of xylene is refluxed for 7 days. The reaction mixture is concentrated in vacuo, and the residue is triturated with ether to give 11.9 g of crude product. Recrystallization from ethyl acetate gives 8.0 g of the title compound, melting point 184°-187° C.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customthe residue is triturated with ether
  3. customto give 11.9 g of crude product
  4. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-12ff8802158041f4929a27273052f6a9
Source dataset
uspto-grants-1977_04
Patent number
US04018773

Reaction notes

Loading…