Hydrochloric Acid → HCID 21582041, compound

HRID 263535Notes

Reaction equation

HRID 263535 reaction equation
[CH:1]([C:3]1[CH:22]=[CH:21][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH:19]=[O:20])=[CH:15][CH:14]=2)=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+].Cl>O1CCCC1CO>[OH:20][CH2:19][C:16]1[CH:15]=[CH:14][C:13]([O:12][CH2:11][CH2:10][CH2:9][CH2:8][O:7][C:6]2[CH:5]=[CH:4][C:3]([CH2:1][OH:2])=[CH:22][CH:21]=2)=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 64229304,4'-[Butane-1,4-diylbis(oxy)]dibenzaldehyde

Product 1

HCID 21582041HCID 21582041, compoundYield 83.8%

Reagents, catalysts & solvents 1

HCID 7360Tetrahydrofurfuryl alcoholSolvent

Procedure

1,4-Bis(4-formylphenoxy)butane (3.98 g) was dissolved in 10.5 ml of tetrahydrofuran-methanol (5:1), 1.23 g of sodium borohydride was added to the solution which was cooled on ice-water, and the resulting mixture was stirred for 1.5 hours at room temperature. Then, 100 ml of 1N hydrochloric acid was added and the mixture was again stirred at room temperature to collect the thus formed precipitate by filtration. The thus obtained crude product was washed with water and methanol in that order and dried under a reduced pressure to obtain 3.38 g of 1,4-bis(4-hydroxymethylphenoxy)butane.

Workup

  1. temperaturewas cooled on ice-water
  2. stirringthe mixture was again stirred at room temperature
  3. customto collect the thus formed precipitate
  4. filtrationby filtration
  5. customThe thus obtained crude product
  6. washwas washed with water and methanol in that order
  7. customdried under a reduced pressure

Sources & evidence

ORD record
ord-65a23482c7f9461493423876b6712688
Source dataset
uspto-grants-1997_07
Patent number
US05643931

Reaction notes

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