((p-(2-Methoxyethyl)phenoxy)methyl)oxirane → 1-[3-(p-(2-Methoxyethyl)-phenoxy)-2-hydroxypropyl]-4-(2-oxo-hexahydro-1-pyrimidinyl)-piperidine

HRID 616682Notes

Reaction equation

HRID 616682 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][CH:11]2[O:13][CH2:12]2)=[CH:7][CH:6]=1.[NH:16]1[CH2:21][CH2:20][CH:19]([N:22]2[CH2:27][CH2:26][CH2:25][NH:24][C:23]2=[O:28])[CH2:18][CH2:17]1>C(O)C>[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][CH:11]([OH:13])[CH2:12][N:16]2[CH2:21][CH2:20][CH:19]([N:22]3[CH2:27][CH2:26][CH2:25][NH:24][C:23]3=[O:28])[CH2:18][CH2:17]2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 92515((p-(2-Methoxyethyl)phenoxy)methyl)oxiraneHCID 155726661-(Piperidin-4-yl)-1,3-diazinan-2-one

Product 1

HCID 203680481-[3-(p-(2-Methoxyethyl)-phenoxy)-2-hydroxypropyl]-4-(2-oxo-hexahydro-1-pyrimidinyl)-piperidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 10.4 g of 1-[p-(2-methoxyethyl)-phenoxy]-2,3-epoxy-propane and 9.15 g of 1-(4-piperidyl)-2-oxo-hexahydropyrimidine in 7 ml of abs. ethanol is heated for 5 hours to 95° C and then evaporated in vacuo. The residue is recrystallised from ethyl acetate/petroleum ether to yield the 1-[3-(p-(2-methoxyethyl)-phenoxy)-2-hydroxypropyl]4-(2-oxo-hexahydro-1-pyrimidinyl)-piperidine, which melts at 113°-115° C.

Workup

  1. customevaporated in vacuo
  2. customThe residue is recrystallised from ethyl acetate/petroleum ether

Sources & evidence

ORD record
ord-14c6a58aaa324ffaa441c3c604cf148f
Source dataset
uspto-grants-1978_02
Patent number
US04075335

Reaction notes

Loading…