Formic Acid → HCID 66967895, compound

HRID 2077386Notes

Reaction equation

HRID 2077386 reaction equation
[CH:1](O)=O.[CH2:4]([O:11][C:12]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH:15]1[C:20]([C:22]1[O:23][C:24]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:25]=2[CH:26]=1)=[O:21])=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C=O.[OH-].[Na+]>O>[CH2:4]([O:11][C:12]([N:14]1[CH2:19][CH2:18][N:17]([CH3:1])[CH2:16][CH:15]1[C:20]([C:22]1[O:23][C:24]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:25]=2[CH:26]=1)=[O:21])=[O:13])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 66968180HCID 66968180, compound

Product 1

HCID 66967895HCID 66967895, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

97% Formic acid (0.19 g, 4 mmol) was added to a stirred mixture of (RS)-2-[1-(5-fluoro-benzofuran-2-yl)methanoyl]-piperazine-1-carboxylic acid benzyl ester, D49 (0.57 g, 1.5 mmol) in water (5 ml). Stirring was continued as a 37% formaldehyde solution in water (0.155 g) was added. The resultant mixture was heated at 100° C. for 3.5 h, cooled, diluted with water (30 ml) and basified with 2N sodium hydroxide. The mixture was extracted with ethyl acetate (2×) and the combined extracts dried (Na2SO4) and the solvent removed in vacuo to afford the title compound (0.57 g, 96%).

Workup

  1. additionwas added
  2. temperaturecooled
  3. extractionThe mixture was extracted with ethyl acetate (2×)
  4. dry with materialthe combined extracts dried (Na2SO4)
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-00a750db89674e5e8408f1bc93ece78a
Source dataset
uspto-grants-2011_04
Patent number
US07928125B2

Reaction notes

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