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Ammonium Hydroxide → 9-(2-Phenylethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-3-one

HRID 223368
Notes
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Reaction equation

HRID 223368 reaction equation
Cl.[C:2]1([CH2:8][CH2:9][N:10]2[CH2:21][CH2:20][C:13]3([O:18][CH2:17][C:16](=[O:19])[NH:15][CH2:14]3)[CH2:12][CH2:11]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[NH4+]>O>[C:2]1([CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][C:13]3([O:18][CH2:17][C:16](=[O:19])[NH:15][CH2:14]3)[CH2:20][CH2:21]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 205220379-(2-Phenylethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride salt

Product 1

HCID 130617319-(2-Phenylethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-3-oneYield 97.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.5 g of 9-(2-phenylethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride salt in water (50 ml) was adjusted to pH 12 with ammonium hydroxide solution and extracted with methylene chloride. The methylene chloride was evaporated to afford 3 g of 9-(2-phenylethyl)-1-oxa-4,9-diazaspiro-[5.5]undecan-3-one as the free base, m.p. 140°-141° C.

Workup

  1. extractionextracted with methylene chloride
  2. customThe methylene chloride was evaporated

Sources & evidence

ORD record
ord-bcfb491ae45242598e8c243c3df35004
Source dataset
uspto-grants-1982_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04353900

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes