Triethylamine → N-tetrahydrofurfuryl-3,5-dimethylbenzamide

HRID 1606582Notes

Reaction equation

HRID 1606582 reaction equation
[CH2:1]([NH2:7])[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[CH3:15][C:16]1[CH:17]=[C:18]([CH:22]=[C:23]([CH3:25])[CH:24]=1)[C:19](Cl)=[O:20]>C1C=CC=CC=1>[CH2:1]([NH:7][C:19](=[O:20])[C:18]1[CH:22]=[C:23]([CH3:25])[CH:24]=[C:16]([CH3:15])[CH:17]=1)[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 810883,5-Dimethylbenzoyl ChlorideHCID 253298Tetrahydrofurfurylamine

Product 1

HCID 3156034N-tetrahydrofurfuryl-3,5-dimethylbenzamideYield 62.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture was formed containing 3.0 grams (0.03 moles) of tetrahydrofurfurylamine, 4.5 ml. triethylamine in 100 ml. benzene. Then, 3.7 ml. (0.25 moles) of 3,5-dimethylbenzoylchloride was added. After standing for 1/2 hour, the mixture was washed with 100 ml. of water, 1 normal HCl (50 ml.), 50 ml. of saturated sodium bicarbonate dried over magnesium sulfate and evaporated in vacuo to yield 4.4 grams of product ND30 1.5366.

Workup

  1. customA mixture was formed
  2. washthe mixture was washed with 100 ml
  3. dry with materialof saturated sodium bicarbonate dried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-5a5936e7cf2545cab95d68d6c45962fe
Source dataset
uspto-grants-1976_04
Patent number
US03953477

Reaction notes

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