Methanol → HCID 15692973, compound

HRID 1590997Notes

Reaction equation

HRID 1590997 reaction equation
[C:1]([NH:5][C:6]([C:8]1[O:12][N:11]=[C:10]([CH3:13])[C:9]=1[C:14]([OH:16])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].OS(O)(=O)=O.[CH3:22]O>>[C:1]([NH:5][C:6]([C:8]1[O:12][N:11]=[C:10]([CH3:13])[C:9]=1[C:14]([O:16][CH3:22])=[O:15])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 15692972HCID 15692972, compound

Product 1

HCID 15692973HCID 15692973, compound

Procedure

5.0 g of 5-tert-butylaminocarbonyl-3-methylisoxazole-4-carboxylic acid are dissolved in 200 ml of methanol, and 5 ml of concentrated H2SO4 are added. After 2 days, the mixture is evaporated down, the residue is partitioned between ethyl acetate and water and the organic phase is evaporated down. 4.0 g of methyl 5-tert-butylaminocarbonyl-3-methylisoxazole-4-carboxylate are obtained as a colorless oil (compound No. 1007). H-NMR (CDCl3): d=1.48 (s; 9H), 2.50 (s; 3H), 3.99 (s; 1H), 9.42 (bs; 1H, NH).

Workup

  1. customthe mixture is evaporated down
  2. customthe residue is partitioned between ethyl acetate and water
  3. customthe organic phase is evaporated down

Sources & evidence

ORD record
ord-1ef40bbacb43417b94c7cd04634dac7c
Source dataset
uspto-grants-1993_04
Patent number
US05205854

Reaction notes

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