Réaction #1523

ord-c8e403a545964087ba37eaf4049bc15b

Équation de réaction

[Al+3].[H-].[H-].[H-].[H-].[Li+]
LiAlH4
CCCCCCCCCCOc1ccc(-c2ccc(C(=O)O)cc2)cc1
4'-decyloxy-4-biphenylcarboxylic acid
CCCCCCCCCCOc1ccc(-c2ccc(CO)cc2)cc1
4-hydroxymethyl-4'-decyloxybiphenyl

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONTo the mixture was dropwise added a solution
  2. 2
    Autreprepared
  3. 3
    workup.STIRRINGwhich was then continuously stirred for 5 days
  4. 4
    Autrethe consumption of the raw material by TLC
  5. 5
    workup.ADDITIONto the resultant mixture was added 40 ml of water
  6. 6
    workup.ADDITIONfurther added concentrated hydrochloric acid until the aqueous phase
  7. 7
    workup.STIRRINGwas approximately homogenized
  8. 8
    ExtractionThe resultant solution was extracted with diethyl ether
  9. 9
    Autredried

Mode opératoire

0.81 g (21.34 mmol) of LiAlH4 was introduced into 40 ml of diethyl ether and stirred. To the mixture was dropwise added a solution, prepared by introducing 1.71 g (5.06 mmol) of 4'-decyloxy-4-biphenylcarboxylic acid obtained in the first stage of Example 11 into 30 ml of diethyl ether, at room temperature over a period of 2 to 3 minutes, which was then continuously stirred for 5 days. After confirming the consumption of the raw material by TLC, to the resultant mixture was added 40 ml of water, and further added concentrated hydrochloric acid until the aqueous phase was approximately homogenized. The resultant solution was extracted with diethyl ether and dried, to obtain 4-hydroxymethyl-4'-decyloxybiphenyl.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05725798uspto-grants-1998_03