Acetaldehyde → HCID 22644610, compound

HRID 2414347Notes

Reaction equation

HRID 2414347 reaction equation
[C:1](O[BH-](OC(=O)C)OC(=O)C)(=O)[CH3:2].[Na+].[NH2:15][C:16]1[CH:17]=[C:18]([CH:25]=[CH:26][C:27]=1[N:28]1[CH2:33][CH2:32][CH:31]([N:34]2[C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=3[CH2:37][O:36][C:35]2=[O:44])[CH2:30][CH2:29]1)[C:19]([NH:21][CH:22]([CH3:24])[CH3:23])=[O:20].C(=O)C>C(O)(=O)C.CN(C)C=O.O>[CH2:1]([NH:15][C:16]1[CH:17]=[C:18]([CH:25]=[CH:26][C:27]=1[N:28]1[CH2:29][CH2:30][CH:31]([N:34]2[C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=3[CH2:37][O:36][C:35]2=[O:44])[CH2:32][CH2:33]1)[C:19]([NH:21][CH:22]([CH3:24])[CH3:23])=[O:20])[CH3:2]

Participants

7

Reactant 3

HCID 177AcetaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 22644659HCID 22644659, compound

Product 1

HCID 22644610HCID 22644610, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Sodium triacetoxyborohydride (0.1 g) was added to a solution of the product from example 160 (0.1 g), acetaldehyde (0.015 ml), acetic acid (1 drop) in N,N-dimethylformamide (10 ml). The reaction mixture was stirred at room temperature for 16 h. The mixture was diluted with water, extracted with ethyl acetate, dried, and evaporated under reduced pressure. Yield 0.035 g.

Workup

  1. extractionextracted with ethyl acetate
  2. customdried
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-95116707510b4a3fb3e6f5f9fb2a64fd
Source dataset
uspto-grants-2004_11
Patent number
US06812226B2

Reaction notes

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