Triethylamine → N-(4-fluorophenyl)adamantane-1-carboxamide

HRID 267882Notes

Reaction equation

HRID 267882 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:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1.C(N(CC)CC)C>C(OCC)C>[F:14][C:15]1[CH:21]=[CH:20][C:18]([NH:19][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:17][CH:16]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 97314-FluoroanilineHCID 989151-Adamantanecarbonyl chloride

Product 1

HCID 331251N-(4-fluorophenyl)adamantane-1-carboxamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Subject 2.29 g. of adamantane carboxylic acid chloride (11.5 mmoles) 1.11 g. (10 mmoles) of p-fluoro-aniline and 4.0 ml. of triethylamine to the process of Example 11. Crystallize the residue obtained thereby from ethyl ether to yield the title product, m.p. 170°-171°C.

Workup

  1. customCrystallize the residue
  2. customobtained

Sources & evidence

ORD record
ord-5ee3196a67d842cb9b8fbeb72631e5e4
Source dataset
uspto-grants-1976_03
Patent number
US03944675

Reaction notes

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