Hydrochloric Acid → 4-Heptyloxybenzyl alcohol

HRID 1703109Notes

Reaction equation

HRID 1703109 reaction equation
B.[CH2:2]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][CH:11]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].O.Cl>O1CCCC1>[CH2:2]([O:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:14][OH:15])=[CH:17][CH:18]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6331BoraneHCID 85154p-Heptoxybenzoic acid

Product 1

HCID 130796974-Heptyloxybenzyl alcohol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 125 ml. of 1 molar borane in tetrahydrofuran chilled in an ice bath is added 19.3 g. of p-heptyloxybenzoic acid in 160 ml. of tetrahydrofuran over a period of 45 minutes. The mixture is stirred at room temperature for 5.5 hours, poured into ice and water and 30 ml. of concentrated hydrochloric acid added. The mixture is filtered and the solid washed with water to give the product as a white waxy solid.

Workup

  1. additionis added 19.3 g
  2. filtrationThe mixture is filtered
  3. washthe solid washed with water
  4. customto give the product as a white waxy solid

Sources & evidence

ORD record
ord-a6851b556dac46d0a23e60b7469737cb
Source dataset
uspto-grants-1982_09
Patent number
US04350822

Reaction notes

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