Triethylamine → HCID 54086681, compound

HRID 1588923Notes

Reaction equation

HRID 1588923 reaction equation
[CH2:1]([NH:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C(N(CC)CC)C.C1(N(C2CCCCC2)[C:27](=[O:36])[C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[C:30](C)[CH:29]=2)CCCC1>C1COCC1>[CH2:1]([N:7]([CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1)[C:27](=[O:36])[C:28]1[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 4991888N-hexylcyclohexanamineHCID 19754882HCID 19754882, compound

Product 1

HCID 54086681HCID 54086681, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a cold (0° C. to 5° C.) stirred solution of N-n-hexyl-N-cyclohexyl amine (4.40 g, 24 mmol) and triethylamine (2.5 g, 24 mmol) in dry THF (50 mL) is added dropwise a solution of acid chloride (5.0 g, 23 mmol) in THF (20 mL). The reaction is stirred at room temperature overnight and worked up in the same manner as for 4-bromo-3-methylbenzoic acid N-cyclopentyl-N-cyclohexyl amide. The crude product is purified by either recrystallization or by chromatography on silica gel using mixtures of ethyl acetate and hexane as eluents.

Workup

  1. customThe crude product is purified by either recrystallization or by chromatography on silica gel using mixtures of ethyl acetate and hexane as eluents

Sources & evidence

ORD record
ord-2dd6724e7fb2445789d6f5c53b17c67a
Source dataset
uspto-grants-1993_06
Patent number
US05223539

Reaction notes

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