Hydrochloric Acid → HCID 15724711, compound

HRID 704914Notes

Reaction equation

HRID 704914 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH:9]=[O:10].[BH4-].[Na+].[H-].Cl>C(O)C>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH2:9][OH:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 166653HydrideHCID 4311764Sodium borohydrideHCID 12793355HCID 12793355, compound

Product 1

HCID 15724711HCID 15724711, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

m-(3-Chloropropyloxy)benzaldehyde (15 g) was dissolved in 200 ml of ethanol. With ice cooling, 1.5 g of sodium borohydride was added little by little. Two hours later, the excess of the hydride was decomposed with 5% hydrochloric acid, followed by concentration. The residue was extracted with ethyl acetate, and dried. The solvent was evaporated to give 15 g of m-(3-chloropropyloxy)benzyl alcohol quantitatively.

Workup

  1. customTwo hours
  2. concentrationfollowed by concentration
  3. extractionThe residue was extracted with ethyl acetate
  4. customdried
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-cb6753865cd54f16a12adb9c2aba2fa0
Source dataset
uspto-grants-1991_01
Patent number
US04988828

Reaction notes

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