Hexane → HCID 15665590, compound

HRID 1464321Notes

Reaction equation

HRID 1464321 reaction equation
[C:1](=[O:14])([O-])[O:2][C:3]1[CH:8]=[CH:7][CH:6]=C(C#CCC)C=1.[OH:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.CCCCCC>C(OCC)(=O)C>[CH2:3]([O:2][C:1]([N:19]1[CH2:20][CH2:21][CH:16]([OH:15])[CH2:17][CH2:18]1)=[O:14])[CH2:8][C:7]#[CH:6]

Participants

5

Reactant 3

HCID 8058HexaneHCID 79341Piperidin-4-olHCID 86746988HCID 86746988, compound

Product 1

HCID 15665590HCID 15665590, compoundYield 101.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

10.0 g of 3-butynylphenyl carbonate and 5.8 g of 4-hydroxypiperidine were heated in a solvent-free condition at 100° C. for 30 minutes. After completion of the reaction, silica gel column chromatography (elution solvent: Hexane:ethyl acetate=1:1-1:2) was used for purification to obtain 10.6 g of the intended compound.

Workup

  1. customwas used for purification

Sources & evidence

ORD record
ord-6c40ab2e64bc4cb2b29ba496d5f67a2c
Source dataset
uspto-grants-1994_04
Patent number
US05304553

Reaction notes

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