Ethanol → HCID 11789356, compound

HRID 2186485Notes

Reaction equation

HRID 2186485 reaction equation
[CH3:1][O:2][CH2:3][C:4](=[O:10])[CH2:5][C:6]([O:8][CH3:9])=[O:7].C(O)C>CCN(CC)CC>[CH3:1][O:2][CH2:3][C@H:4]([OH:10])[CH2:5][C:6]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 2

HCID 702EthanolHCID 123500Methyl 4-methoxyacetoacetate

Product 1

HCID 11789356HCID 11789356, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a 10 liter autoclave were put 1473 g (10.08 mol) of methyl 4-methoxy-3-oxobutyrate, 2210 ml of ethanol, and 4.59 g (5.09 mmol) of Ru2Cl4((S)-Tol-BINAP)2.NEt3, and asymmetric hydrogenation was carried out at 100° C. under a hydrogen pressure of 4000 kPa for 4 hours (conversion: 100%). The solvent was removed by evaporation to yield 1490 g of the title compound as liquid.

Workup

  1. customwas carried out at 100° C. under a hydrogen
  2. customfor 4 hours
  3. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-648caafdaf65481893203e627008edb3
Source dataset
uspto-grants-2002_06
Patent number
US06403804B1

Reaction notes

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