Water → HCID 18645449, compound

HRID 1493094Notes

Reaction equation

HRID 1493094 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([O:11][C@H:12]([CH3:17])[C:13](OC)=[O:14])[CH2:8][CH2:9][CH3:10].O>C1COCC1>[CH2:7]([O:11][C@H:12]([CH3:17])[CH2:13][OH:14])[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 54219886HCID 54219886, compound

Product 1

HCID 18645449HCID 18645449, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

THF (200 ml) was added to LiAlH4 (16.8 g), followed by agitating the mixture under ice cooling, dropwise adding thereto a solution of (R)-methyl 2-butoxypropionate (54 g) in THF (150 ml), agitating the mixture at room temperature for 3 hours, again cooling it with ice, adding water, extracting with heptane (300 ml) water-washing, concentrating and distilling the resulting concentrate under reduced pressure to obtain (R)-2-butoxy-1-propanol (29.3 g).

Workup

  1. additiondropwise adding
  2. temperatureagain cooling it with ice
  3. extractionextracting with heptane (300 ml) water-
  4. washwashing
  5. concentrationconcentrating
  6. distillationdistilling the resulting
  7. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-e0b16240f37e4aca9f6d8d187d46eff5
Source dataset
uspto-grants-1991_06
Patent number
US05021191

Reaction notes

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