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Phenol → HCID 20525897, compound

HRID 1702688
Notes
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Reaction equation

HRID 1702688 reaction equation
[CH2:1]([NH:17][C:18]1[CH:28]=[CH:27][C:21]([CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(N1C=CN=C1)(N1C=CN=C1)=O.[C:41]1(O)[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.[H-].[Na+]>O1CCCC1>[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([CH2:22][CH2:23][C:24]([O:26][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[O:25])=[CH:27][CH:28]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 996PhenolHCID 24758Sodium hydrideHCID 682631,1'-CarbonyldiimidazoleHCID 20525746HCID 20525746, compound

Product 1

HCID 20525897HCID 20525897, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.05 mole of 4-(hexadecylamino)hydrocinnamic acid and 0.05 mole of 1,1'-carbonyldiimidazole in 50 ml. of tetrahydrofuran is treated with 0.052 mole of phenol and a trace of sodium hydride. The reaction is heated to reflux for 3 hours, then cooled, filtered and evaporated in vacuo providing phenyl 4-(hexadecylamino)hydrocinnamate.

Workup

  1. temperatureThe reaction is heated
  2. temperatureto reflux for 3 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-860c6ac6c7244512950ac7540aa55d53
Source dataset
uspto-grants-1982_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04348399

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes