Hydrochloric Acid → HCID 20296606, compound

HRID 1389477Notes

Reaction equation

HRID 1389477 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([O:7][CH2:8][CH:9]([OH:22])[CH2:10][N:11]2[CH2:21][CH2:20][C:14]3([O:18][C:17](=[O:19])[NH:16][CH2:15]3)[CH2:13][CH2:12]2)=[CH:5][CH:4]=1.[ClH:25].C(OCC)C>CO>[ClH:25].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:7][CH2:8][CH:9]([OH:22])[CH2:10][N:11]2[CH2:21][CH2:20][C:14]3([O:18][C:17](=[O:19])[NH:16][CH2:15]3)[CH2:13][CH2:12]2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 20296594HCID 20296594, compound

Product 1

HCID 20296606HCID 20296606, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A mixture of 3.4 g 1-oxa-3,8-diazaspiro[4.5]decan-2-one, 2.26 g 2,3-epoxypropyl-p-methoxyphenyl ether, 5 ml methanol and 15 ml toluene is heated at reflux for 24 hours. Evaporation of solvent and recrystallization from ethyl acetate gives 2.7 g 8-[3-(4-methoxyphenoxy)-2-hydroxypropyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one, mp 151°-153°. To a solution of 1 g of 8-[3-(4-methoxyphenoxy)-2-hydroxypropyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one in 5 ml methanol is added 10 ml of 3% hydrochloric acid in methanol. Addition of 200 ml diethyl ether, followed by filtration gives 8-[3-(4-methoxyphenoxy)-2-hydroxypropyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one hydrochloride, mp 198°-203°.

Workup

  1. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-6600652465734a6aa79f25d98ac6c8ba
Source dataset
uspto-grants-1981_01
Patent number
US04244961

Reaction notes

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