Methanol → HCID 89975670, compound

HRID 1508634Notes

Reaction equation

HRID 1508634 reaction equation
CO.Cl.[CH3:4][O:5][NH2:6].[CH3:7][CH:8]1[O:12][CH:11](O)[CH:10]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9]1>C(N(CC)CC)C>[CH3:4][O:5][N:6]=[CH:11][CH:10]([O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:9][CH:8]([OH:12])[CH3:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 521874O-Methylhydroxylamine hydrochlorideHCID 89975775HCID 89975775, compound

Product 1

HCID 89975670HCID 89975670, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

20 mL of methanol and 1.8 g of O-methylhydroxylamine hydrochloride were added to 3.6 g of 5-methyl-3-phenoxyoxolan-2-ol that was a colorless oily product, and thereafter, 2.79 mL of triethylamine was added dropwise to the mixture. The thus obtained mixture was stirred at room temperature for 5.5 hours. Thereafter, methanol was distilled away under reduced pressure, 100 mL of ethyl acetate and 100 mL of water were then added to the residue, and the water layer was then removed. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was then distilled away under reduced pressure, so as to obtain 3.65 g of 5-(methoxyimino)-4-phenoxypentan-2-ol in the form of a colorless oily product.

Workup

  1. distillationThereafter, methanol was distilled away under reduced pressure, 100 mL of ethyl acetate and 100 mL of water
  2. additionwere then added to the residue
  3. customthe water layer was then removed
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was then distilled away under reduced pressure

Sources & evidence

ORD record
ord-5da736092f9f4996b115d5ad41aaf498
Source dataset
uspto-grants-2015_12
Patent number
US09221865B2

Reaction notes

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