Formic Acid → methyl N-formyl-N-(1,2,3,4,4a,9a-hexahydro-9H-fluoren-9-yl)glycine

HRID 1650994Notes

Reaction equation

HRID 1650994 reaction equation
[CH3:1][N:2]([CH:7]1[CH:19]2[CH:14]([CH2:15][CH2:16][CH2:17][CH2:18]2)[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:3][C:4](O)=O.[CH:20]([OH:22])=[O:21].C(OC(=O)C)(=[O:25])C>O>[CH3:4][CH:3]([C:20]([OH:22])=[O:21])[N:2]([CH:1]=[O:25])[CH:7]1[CH:19]2[CH:14]([CH2:15][CH2:16][CH2:17][CH2:18]2)[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 70360266methyl N-(1,2,3,4,4a,9a-hexahydro-9H-fluoren-9-yl)glycine

Product 1

HCID 86743034methyl N-formyl-N-(1,2,3,4,4a,9a-hexahydro-9H-fluoren-9-yl)glycineYield 86.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 16.6 parts of methyl N-(1,2,3,4,4a,9a-hexahydro-9H-fluoren-9-yl)glycine, 44 parts of formic acid and 11.9 parts of acetic acid anhydride was stirred overnight at room temperature. The reaction mixture was poured into water and the product was extracted with trichloromethane. The extract was dried, filtered and evaporated, yielding 15.9 parts (86.4%) of methyl N-formyl-N-(1,2,3,4,4a,9a-hexahydro-9H-fluoren-9-yl)glycine as a residue (int. 2).

Workup

  1. extractionthe product was extracted with trichloromethane
  2. customThe extract was dried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-9c1e59c1489c4c82b0884af8a246c1a9
Source dataset
uspto-grants-1990_05
Patent number
US04927449

Reaction notes

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