4'-Decyloxybiphenyl-4-carboxylic Acid → 4-Hydroxymethyl-4'-decyloxybiphenyl

HRID 1955470

Reaktionsgleichung

Reaktionsgleichung von HRID 1955470
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30](O)=[O:31])=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(OCC)C>[OH:31][CH2:30][C:27]1[CH:26]=[CH:25][C:24]([C:21]2[CH:22]=[CH:23][C:18]([O:17][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:19][CH:20]=2)=[CH:29][CH:28]=1

Komponenten

4

Edukt 2

HCID 114510854'-Decyloxybiphenyl-4-carboxylic AcidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 190699634-Hydroxymethyl-4'-decyloxybiphenyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

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.

Aufarbeitung

  1. additionTo the mixture was dropwise added a solution
  2. customprepared
  3. stirringwhich was then continuously stirred for 5 days
  4. customthe consumption of the raw material by TLC
  5. additionto the resultant mixture was added 40 ml of water
  6. additionfurther added concentrated hydrochloric acid until the aqueous phase
  7. stirringwas approximately homogenized
  8. extractionThe resultant solution was extracted with diethyl ether
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3797a176a9614308a6f59ae717f56e48
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05776365

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