Hydrochloric Acid → HCID 54320299, compound

HRID 1885113Notes

Reaction equation

HRID 1885113 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([O:10][CH:11]([CH3:17])[CH2:12][CH2:13][C:14](O)=[O:15])[CH2:8][CH3:9].Cl>CCOCC>[CH2:7]([O:10][C@H:11]([CH3:17])[CH2:12][CH2:13][CH2:14][OH:15])[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 19880032HCID 19880032, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 54320299HCID 54320299, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Then, 10.1 g of LiAlH4 was added to 217 ml of dry ether, and under stirring, a solution of the above 4-propoxyvaleric acid in 44 ml of ether was added dropwise at below 10° C. in 3.5 hours. After the addition, the mixture was raised in temperature to 20°-25° C., stirred for 3 hours and then leftstanding for 12 hours. An aqueous 5%-hydrochloric acid solution was added to acidify the mixture (pH 1), which was then subjected to extraction with ether. The ether layer was washed successively with 5%-NaOH aqueous solution and saturated saline water, followed by drying with anhydrous magnesium sulfate, distilling-off of ether and vacuum distillation to obtain 26 g of (R)-4-propoxypentanol as a fraction at 109°-117° C./35 mmHg.

Workup

  1. additionAfter the addition
  2. temperaturethe mixture was raised in temperature to 20°-25° C.
  3. stirringstirred for 3 hours
  4. extractionwas then subjected to extraction with ether
  5. washThe ether layer was washed successively with 5%-NaOH aqueous solution and saturated saline water
  6. dry with materialby drying with anhydrous magnesium sulfate, distilling-off of ether and vacuum distillation

Sources & evidence

ORD record
ord-4a12170a695f4e38b4f02dd4c9422175
Source dataset
uspto-grants-1992_09
Patent number
US05143643

Reaction notes

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