Triethylamine → HCID 54173436, compound

HRID 979231Notes

Reaction equation

HRID 979231 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH:5]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1)[CH2:6][CH3:7])[CH3:2].C(N(CC)CC)C.[Cl:24][C:25]1[CH:33]=[CH:32][C:28]([C:29](Cl)=[O:30])=[CH:27][CH:26]=1>C1COCC1>[CH2:1]([O:3][C:4](=[O:16])[CH:5]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:29](=[O:30])[C:28]2[CH:32]=[CH:33][C:25]([Cl:24])=[CH:26][CH:27]=2)=[CH:13][CH:14]=1)[CH2:6][CH3:7])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 20201859HCID 20201859, compound

Product 1

HCID 54173436HCID 54173436, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of ethyl-2-(p-aminobenzyl)-butyrate (3.3 g) and triethylamine (1.5 g) in anhydrous THF (70 ml) is slowly (10 minutes) addioned with a solution of p-chlorobenzoylchloride (2.6 g) in 30 ml of anhydrous THF. It is stirred for an hour at room temperature, then filtered and the solution as obtained is vacuum evaporated. The obtained solid residue is crystallized from methanol providing 4 g amide with m.p. 119°-120° C. Analysis:

Workup

  1. custom(10 minutes)
  2. filtrationfiltered
  3. customthe solution as obtained
  4. customevaporated
  5. customThe obtained solid residue is crystallized from methanol providing 4 g amide with m.p. 119°-120° C

Sources & evidence

ORD record
ord-3c6d9b06dcf74c079ae52f45e132897f
Source dataset
uspto-grants-1987_05
Patent number
US04666936

Reaction notes

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