Ethane, 2-bromo-1,1-diethoxy- → HCID 42601549, compound

HRID 2267203Notes

Reaction equation

HRID 2267203 reaction equation
C(O[K])(C)(C)C.[CH3:7][O:8][C:9](=[O:23])[CH:10]([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])[C:11]([O:13][CH3:14])=[O:12].[CH2:24]([O:26][CH:27]([O:30][CH2:31][CH3:32])[CH2:28]Br)[CH3:25]>CN(C=O)C>[CH3:14][O:13][C:11](=[O:12])[C:10]([CH2:28][CH:27]([O:30][CH2:31][CH3:32])[O:26][CH2:24][CH3:25])([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])[C:9]([O:8][CH3:7])=[O:23]

Participants

5

Reactant 3

HCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 57693710HCID 57693710, compoundHCID 178418922HCID 178418922, compound

Product 1

HCID 42601549HCID 42601549, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
60 °C

Procedure

4.97 g (44.3 mmol) of tBuOK are placed in a 0.5 L reactor with 80 mL DMF (solvent). 10.0 g (40.27 mmol) of 2-(2,2-diethoxy-ethyl)-malonic acid dimethyl ester, as prepared in example 2, dissolved in DMF (10 mL) are added slowly to the previous mixture keeping the temperature around 25° C. Once the addition has finished the temperature is raised to 60° C. and 7.94 mL (40.27 mmol) of bromoacetaldehyde diethyl acetal are added. The temperature is raised to 120° C. and kept during 10 h.

Workup

  1. additionare added slowly to the previous mixture
  2. customthe temperature around 25° C
  3. additionOnce the addition
  4. temperatureThe temperature is raised to 120° C.

Sources & evidence

ORD record
ord-ae9206cc05604c89929ad7ef9e8b7ecd
Source dataset
uspto-grants-2010_12
Patent number
US07858821B2

Reaction notes

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