Formaldehyde → HCID 68457042, compound

HRID 499231Notes

Reaction equation

HRID 499231 reaction equation
C=O.[BH-](OC(C)=O)(OC(C)=O)O[C:5](C)=O.[Na+].[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([CH2:30][CH:31]2[CH2:36][CH2:35][CH2:34][CH2:33][NH:32]2)[CH2:26][CH2:25]1)=[O:23])([CH3:20])([CH3:19])[CH3:18]>ClCCCl.C(Cl)Cl>[C:17]([O:21][C:22]([N:24]1[CH2:25][CH2:26][N:27]([CH2:30][CH:31]2[CH2:36][CH2:35][CH2:34][CH2:33][N:32]2[CH3:5])[CH2:28][CH2:29]1)=[O:23])([CH3:20])([CH3:18])[CH3:19]

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 68455503HCID 68455503, compound

Product 1

HCID 68457042HCID 68457042, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6344DichloromethaneSolvent

Procedure

1.91 ml of 37% aqueous formaldehyde and a few beads of 4 Å molecular sieve, followed by 5 g of NaBH(OAc)3, are added to a solution of 3.34 g of the compound prepared in step 6.2, in 40 ml of DCE, and the medium is stirred at AT for 48 h. The medium is diluted in DCM, and filtered through cotton wool. The organic phase is washed twice with a saturated NaHCO3 solution, and then with a saturated NaCl solution. After drying over MgSO4 and evaporation of the solvents, 3.28 g of the expected product are recovered.

Workup

  1. filtrationfiltered through cotton wool
  2. washThe organic phase is washed twice with a saturated NaHCO3 solution
  3. dry with materialAfter drying over MgSO4 and evaporation of the solvents, 3.28 g of the expected product
  4. customare recovered

Sources & evidence

ORD record
ord-cbb537f30aa34f639d788132d772704d
Source dataset
uspto-grants-2010_08
Patent number
US07767681B2

Reaction notes

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