Triethylamine → N-(3-fluorophenyl)adamantane-1-carboxamide

HRID 267881Notes

Reaction equation

HRID 267881 reaction equation
[C:1]12([C:11](Cl)=[O:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[F:14][C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][CH:21]=1)[NH2:18].C(N(CC)CC)C>C(Cl)(Cl)Cl.CCCCCC>[F:14][C:15]1[CH:16]=[C:17]([NH:18][C:11]([C:1]23[CH2:10][CH:5]4[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]4)[CH2:2]2)[CH2:8]3)=[O:12])[CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 97423-FluoroanilineHCID 989151-Adamantanecarbonyl chloride

Product 1

HCID 2839369N-(3-fluorophenyl)adamantane-1-carboxamide

Reagents, catalysts & solvents 1

HCID 21585165Chloroform hexaneSolvent

Procedure

Subject 3.6 g. (18 mmoles) of adamantane carboxylic acid chloride, 2.0 g. of m-fluoroaniline and 8.0 ml. of triethylamine to the process of Example 11. Crystallize the residue obtained thereby from a mixture of chloroform-hexane to obtain the title product, m.p. 174°-177°C.

Workup

  1. customCrystallize the residue
  2. customobtained

Sources & evidence

ORD record
ord-14dd8eb3536a47e2a28ac091ce23d6f2
Source dataset
uspto-grants-1976_03
Patent number
US03944675

Reaction notes

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