Acetaldehyde → HCID 54157519, compound

HRID 555322Notes

Reaction equation

HRID 555322 reaction equation
[OH-].[Na+].[S:3]1[CH:7]=[CH:6][C:5]([CH:8]=O)=[CH:4]1.[CH:10](=[O:12])[CH3:11]>C(O)C.O>[S:3]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:11][CH:10]=[O:12])=[CH:4]1

Participants

6

Reactant 3

HCID 177AcetaldehydeHCID 14798Sodium HydroxideHCID 681353-Thiophenecarboxaldehyde

Product 1

HCID 54157519HCID 54157519, compoundYield 64.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of sodium hydroxide (1.0 g, 25 mmol) in a mixture of ethanol (6 ml) and water (12 ml) was added thiophen-3-carbaldehyde (4.5 g, 40.1 mmol), and the mixture was stirred at 0° C. for 10 minute. To the mixture was dropwise added 40% acetaldehyde (10 g, 90.8 mmol) over 3 hours at the same temperature, and the mixture was further stirred for 30 minutes. The reaction mixture was treated in a similar manner to that in Reference 6 to give compound B4 (3.58 g, 64.6%) as oil.

Workup

  1. customover 3 hours
  2. stirringthe mixture was further stirred for 30 minutes
  3. additionThe reaction mixture was treated in a similar manner to that in Reference 6

Sources & evidence

ORD record
ord-4e8226f2732f4a2ebae969a62d7e6d87
Source dataset
uspto-grants-2011_11
Patent number
US08053445B2

Reaction notes

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