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Morpholine → Morpholine 2-(4-isobutylphenyl)-butyrate

HRID 437599
Notes
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Reaction equation

HRID 437599 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH2:15][CH3:16])[C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>C(OCC)C>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([CH2:15][CH3:16])[C:12]([OH:14])=[O:13])=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3].[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8083MorpholineHCID 41643Butibufen

Product 1

HCID 21429254Morpholine 2-(4-isobutylphenyl)-butyrate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Five (5.0) grams of 2-(4-isobutylphenyl)butyric acid (0.0027 mol) in 20 milliliters of anhydrous diethyl ether was added to a solution of 3.2 grams (0.0264 mol) of morpholine in 20 milliliters of anhydrous diethyl ether and the mixed solution was stirred for 5 minutes and placed in a refrigerator overnight, during which period a white solid precipitated. This solid was separated by filtration and dried. It had a melting point of 69°-71° C and a nitrogen content of 4.60% by weight which is in close agreement with a calculated nitrogen content of 4.56% for morpholine 2-(4-isobutylphenyl)butyrate having the empirical formula C18H29O3N.

Workup

  1. customplaced in a refrigerator overnight, during which period
  2. customprecipitated
  3. customThis solid was separated by filtration
  4. customdried

Sources & evidence

ORD record
ord-75e3994404194f84bfdf81d40a525eb0
Source dataset
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04031243

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes