Benzoyl chloride → HCID 22097203, compound

HRID 964939Notes

Reaction equation

HRID 964939 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:7][CH:6]([O:8][CH3:9])[O:5][CH:4]1[O:10][CH3:11].C(N(CC)CC)C.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O1CCCC1>[CH3:11][O:10][CH:4]1[CH:3]([CH2:2][NH:1][C:19](=[O:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:7][CH:6]([O:8][CH3:9])[O:5]1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 21710167HCID 21710167, compound

Product 1

HCID 22097203HCID 22097203, compoundYield 103.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

10 g (62 mmol) of 3-aminomethyl-2,5-dimethoxytetrahydrofuran and 17 ml (123 mmol) of triethylamine were dissolved in 100 ml of anhydrous tetrahydrofuran. At 0° C., 7.2 ml (62 mmol) of benzoyl chloride were added dropwise and the mixture was stirred at 0° C. for 1 h. The mixture was filtered and the filtrate was concentrated under reduced pressure. 17 g of crude product were obtained and were immediately reacted further.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-be25ed74accc4f21a2f0c1c4a297fa98
Source dataset
uspto-grants-1998_06
Patent number
US05773439

Reaction notes

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