Ethanol → HCID 17906293, compound

HRID 852176Notes

Reaction equation

HRID 852176 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]2[CH:16]=[CH:15][C:9]([O:10][CH2:11][CH:12]3[CH2:14][O:13]3)=[CH:8][CH:7]=2)[C:3]2[CH:17]=[CH:18][CH:19]=[CH:20][C:2]1=2.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(O)C.CO>C(OCC)(=O)C>[S:1]1[CH:5]=[C:4]([C:6]2[CH:16]=[CH:15][C:9]([O:10][CH2:11][CH:12]([OH:13])[CH2:14][NH:28][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:8][CH:7]=2)[C:3]2[CH:17]=[CH:18][CH:19]=[CH:20][C:2]1=2

Participants

6

Reactant 4

HCID 702EthanolHCID 887Methanol2×HCID 7504BenzylamineHCID 17906295HCID 17906295, compound

Product 1

HCID 17906293HCID 17906293, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

The title compound is prepared from a mixture of 2-(4-benzo[b]thiophen-3-yl-phenoxymethyl)-oxirane, benzylamine and ethanol essentially as described above in Example 94 except that the reaction mixture is heated for 15.5 hours and the column chromatography is performed with a graded solvent mixture from 5% methanol in ethyl acetate to 10% methanol in ethyl acetate. Purity by LC/MS=100%, [M+H]+=390.

Workup

  1. temperatureis heated for 15.5 hours

Sources & evidence

ORD record
ord-0e8d2ba9ea1e4a5898ef6c260c9d534b
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

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