Methanol → HCID 15592710, compound

HRID 2414049Notes

Reaction equation

HRID 2414049 reaction equation
[CH3:1][OH:2].[CH2:3]([N:8]([C:14]([O:16][CH2:17][C:18]#[CH:19])=[O:15])[C:9](=[O:13])[C:10](Cl)=[O:11])[C:4]([CH3:7])([CH3:6])[CH3:5].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:3]([N:8]([C:14]([O:16][CH2:17][C:18]#[CH:19])=[O:15])[C:9](=[O:13])[C:10]([O:2][CH3:1])=[O:11])[C:4]([CH3:7])([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 887MethanolHCID 8471TriethylamineHCID 15592708HCID 15592708, compound

Product 1

HCID 15592710HCID 15592710, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.64 g (0.02 mole) of methanol are added to 5.35 g (0.02 mole) of 97% pure N-neopentyl-N-2-propinyloxycarbonyloxamic acid chloride in 50 ml of toluene, and 2.02 g (0.02 mole) of triethylamine are then added dropwise, while cooling with ice. After the precipitate has been filtered off, the filtrate is washed with water, dried over sodium sulphate and freed from the solvent under a high vacuum. 5 g (98% of theory) of methyl N-neopentyl-N-2-propinyloxycarbonyl-oxamate of refractive index nD20 =1.4634 are obtained.

Workup

  1. additionare then added dropwise
  2. temperaturewhile cooling with ice
  3. filtrationAfter the precipitate has been filtered off
  4. washthe filtrate is washed with water
  5. dry with materialdried over sodium sulphate

Sources & evidence

ORD record
ord-321dfce28ba5474195930b75cfa630c7
Source dataset
uspto-grants-1988_01
Patent number
US04721523

Reaction notes

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