Triethylamine → HCID 14407620, compound

HRID 621463Notes

Reaction equation

HRID 621463 reaction equation
[CH3:1][C:2]1([CH3:15])[CH2:6][O:5][C:4]([C:7]2[C:8]([CH3:14])=[C:9]([NH2:13])[CH:10]=[CH:11][CH:12]=2)=[N:3]1.C(N(CC)CC)C.[CH3:23][C:24]1[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][C:25]=1[O:26][CH2:27][CH2:28][CH2:29][C:30]([CH3:35])([CH3:34])[C:31](Cl)=[O:32]>ClCCl>[CH3:1][C:2]1([CH3:15])[CH2:6][O:5][C:4]([C:7]2[C:8]([CH3:14])=[C:9]([NH:13][C:31](=[O:32])[C:30]([CH3:34])([CH3:35])[CH2:29][CH2:28][CH2:27][O:26][C:25]3[CH:36]=[C:37]([CH3:40])[CH:38]=[CH:39][C:24]=3[CH3:23])[CH:10]=[CH:11][CH:12]=2)=[N:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 14407618HCID 14407618, compoundHCID 144076195-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoyl chloride

Product 1

HCID 14407620HCID 14407620, compoundYield 59.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 10.2 g (0.05 mol) of 3-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-2-methylbenzenamine and 10 ml of triethylamine in dichloromethane is added 13.4 g (0.05 mol) of 5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl chloride (U.S. Pat. No. 4,285,951). The mixture is worked up, chromatographed over silica gel and eluted with toluene-diethyl ether (2:1) to give 13 g of N-[3-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-2-methylphenyl]-5-(2,5-dimethylphenoxy)-2,2-dimethylpentanamide; mp 51°-52° C.

Workup

  1. customchromatographed over silica gel
  2. washeluted with toluene-diethyl ether (2:1)

Sources & evidence

ORD record
ord-1dbd18af845849568129846d22846325
Source dataset
uspto-grants-1989_04
Patent number
US04824843

Reaction notes

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