1,2-Dimethoxyethane → HCID 23457753, compound

HRID 126955Notes

Reaction equation

HRID 126955 reaction equation
COCCOC.FC(F)(F)C([N:11]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][CH:13]=1)=O.[OH:39][CH:40]1[CH2:44][CH2:43][CH:42]([CH3:45])[O:41]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O.C(N(CC)CC)C>[CH2:21]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([C:16]([O:39][CH:40]2[CH2:44][CH2:43][CH:42]([CH3:45])[O:41]2)=[O:17])=[CH:19][CH:20]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

8

Reactant 4

HCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 10898662HCID 10898662, compoundHCID 20437337HCID 20437337, compound

Product 1

HCID 23457753HCID 23457753, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6342AcetonitrileSolventHCID 8471TriethylamineSolvent

Procedure

In 50 ml. of 1,2-dimethoxyethane, 9.4 g. of N-trifluoroacetyl-4-(hexadecylamino)benzoyl chloride, 2.2 g. of triethylamine and 2.2 g. of 2-hydroxy-5-methyltetrahydrofuran are heated together at 60° C. for 24 hours. After addition at 30° C. of a small amount of aqueous potassium carbonate and standing for 4 hours, the white crystalline product is isolated by addition of water, filtration and recrystallization from acetonitrile.

Sources & evidence

ORD record
ord-9a38193297c94cb59b9384e41fed9ddd
Source dataset
uspto-grants-1981_03
Patent number
US04254138

Reaction notes

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