Formaldehyde → HCID 53318595, compound

HRID 254412Notes

Reaction equation

HRID 254412 reaction equation
[CH2:1]=O.[CH2:3]([O:10][C:11]1[CH:16]=[CH:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])=[CH:19][CH:18]=2)[C:13](=[O:31])[CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[OH-].[Na+]>CO>[CH2:27]([N:26]([CH2:29][CH3:30])[CH2:25][CH2:24][N:23]([CH3:1])[C:20]1[CH:19]=[CH:18][C:17]([N:14]2[CH:15]=[CH:16][C:11]([O:10][CH2:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)=[CH:12][C:13]2=[O:31])=[CH:22][CH:21]=1)[CH3:28]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 53318594HCID 53318594, compound

Product 1

HCID 53318595HCID 53318595, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Aqueous 37% formalin solution (100 μL) and 0.3 mol Zn[B(CN)H3]2/methanol solution (1.0 mL, 0.3 mmol, prepared from ZnCl2 and NaB(CN)H3) were added to a methanol solution (1 mL) of the compound obtained in Example 15 (7 mg, 0.018 mmol), and stirred at room temperature for 45 minutes. Aqueous 1 N sodium hydroxide solution was added to the reaction liquid, extracted with chloroform, dried with anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to obtain the entitled compound (2.8 mg, 39%).

Workup

  1. extractionextracted with chloroform
  2. dry with materialdried with anhydrous magnesium sulfate
  3. concentrationThe solvent was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c7920c30b991497bac9b7c86617b9359
Source dataset
uspto-grants-2011_01
Patent number
US07875633B2

Reaction notes

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