Butanal → HCID 54540725, compound

HRID 1979120Notes

Reaction equation

HRID 1979120 reaction equation
[CH3:1][C:2]12[CH2:7][CH:6]1[CH2:5][CH:4]([CH2:8][CH:9]=O)[C:3]2([CH3:12])[CH3:11].[CH:13](=[O:17])[CH2:14][CH2:15][CH3:16].[O-]CC.[Na+].[Na]>C(O)C>[CH2:15]([C:14](=[CH:9][CH2:8][CH:4]1[CH2:5][CH:6]2[C:2]([CH3:1])([CH2:7]2)[C:3]1([CH3:12])[CH3:11])[CH:13]=[O:17])[CH3:16]

Participants

6

Reactant 4

HCID 261ButanalHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 21707621HCID 21707621, compound

Product 1

HCID 54540725HCID 54540725, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The condensation of 20.0 g (0.12 mol) of (1,2,2-trimethylbicyclo[3.1.0]hex-3-yl)ethanal with 17.0 g (0.24 mol) of butyraldehyde catalyzed with sodium ethoxide prepared from 0.25 g of sodium in 35 ml of ethanol, according to Example 15, gave 9.98 g (38% yield) of 2-ethyl-4-(1,2,2-trimethylbicyclo[3.1.0]hex-3-yl)but-2-enal.

Sources & evidence

ORD record
ord-7ae45117a2c140eab963e5d861da93ff
Source dataset
uspto-grants-2001_05
Patent number
US06239314B1

Reaction notes

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