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

HRID 1762041Notes

Reaction equation

HRID 1762041 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-75758b91c41a42b78088aa77e9a38eda
Source dataset
uspto-grants-1989_05
Patent number
US04830664

Reaction notes

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