Formic Acid → HCID 20040724, compound

HRID 1762401Notes

Reaction equation

HRID 1762401 reaction equation
[CH3:1][N:2]([CH:7]([CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[CH2:8][CH2:9][CH3:10])[CH2:3][C:4](O)=O.C(OC(=O)C)(=[O:19])C.[CH:24]([OH:26])=[O:25]>>[CH3:4][CH:3]([C:24]([OH:26])=[O:25])[N:2]([CH:7]([CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[CH2:8][CH2:9][CH3:10])[CH:1]=[O:19]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 70394364HCID 70394364, compound

Product 1

HCID 20040724HCID 20040724, compoundYield 94.9%

Procedure

A solution of 45 parts of methyl N-(1-cyclohexylbutyl)glycine in 50 parts of acetic acid, anhydride and 300 parts of formic acid was stirred for 14 hours at room temperature. The reaction mixture was evaporated and the residue was taken up in dichloromethane. The organic layer was washed with water and a sodium carbonate solution, dried, filtered and evaporated. The residue was crystallized from a mixture of 2,2'-oxybispropane and petroleum ether. The product was filtered off and dried, yielding 48 parts (94.9%) of methyl N-(1-cyclohexylbutyl)-N-formylglycine as a residue (int. 4).

Workup

  1. customThe reaction mixture was evaporated
  2. washThe organic layer was washed with water
  3. dry with materiala sodium carbonate solution, dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was crystallized from a mixture of 2,2'-oxybispropane and petroleum ether
  7. filtrationThe product was filtered off
  8. customdried

Sources & evidence

ORD record
ord-e2fffc3604e24a269746f48696258eeb
Source dataset
uspto-grants-1989_05
Patent number
US04832732

Reaction notes

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