Sulfuric Acid → HCID 70600924, compound

HRID 2163702Notes

Reaction equation

HRID 2163702 reaction equation
[OH:1][CH2:2][CH2:3][C:4](=[O:6])[CH3:5].Br[C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1.[Mg].S(=O)(=O)(O)O>CCOCC>[C:11]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:13][CH:8]=[CH:9][C:10]=1[C:4]([OH:6])([CH3:5])[CH2:3][CH2:2][OH:1]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 71014-BromobiphenylHCID 1115094-Hydroxy-2-ButanoneHCID 5462224Magnesium

Product 1

HCID 70600924HCID 70600924, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

0.44 g. of 1-hydroxy-3-butanone in 40 ml. of ether is added dropwise at 20°, with stirring, to a Grignard solution prepared from 2.33 g. of 4-bromobiphenyl and 0.24 g. of magnesium in 100 ml. of ether. The mixture is stirred for a further two hours, the resulting alcoholate is decomposed by means of dilute sulfuric acid, and standard working up gives 3-p-biphenylyl-1,3-butane-diol, m.p. 115°-117°.

Workup

  1. customprepared from 2.33 g
  2. stirringThe mixture is stirred for a further two hours

Sources & evidence

ORD record
ord-7c20eb48f640428cac5bd96a2f7c2844
Source dataset
uspto-grants-1979_01
Patent number
US04136200

Reaction notes

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