Sulfuric Acid → HCID 70600924, compound

HRID 2072227Notes

Reaction equation

HRID 2072227 reaction equation
[C:1]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7](=[O:11])[CH2:8][CH2:9][OH:10].[CH3:18]I.[Mg].S(=O)(=O)(O)O>O.CCOCC.C1COCC1>[C:1]1([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([OH:11])([CH3:18])[CH2:8][CH2:9][OH:10]

Participants

8

Reactant 4

HCID 1118Sulfuric AcidHCID 6328Methyl iodideHCID 5462224MagnesiumHCID 70600889HCID 70600889, compound

Product 1

HCID 70600924HCID 70600924, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2.26 of 1-p-biphenylyl-3-hydroxypropan-1-one (obtainable by acylating biphenyl with 3-methoxypropionyl chloride to give 1-p-biphenylyl-3-methoxypropan-1-one and subsequent ether splitting) in 20 ml. of THF is added dropwise at 20°, with stirring, to a Grignard solution prepared from 3 g. of methyl iodide and 0.5 g. of magnesium in 100 ml. of ether. The mixture is stirred for a further 4 hours, the resulting alcoholate is decomposed by means of water and dilute sulfuric acid, and standard working up gives 3-p-biphenylyl-1,3-butanediol, m.p. 115°-117°.

Workup

  1. customprepared from 3 g
  2. stirringThe mixture is stirred for a further 4 hours

Sources & evidence

ORD record
ord-0d99ce60de5b498d91bb5b252ffd38e3
Source dataset
uspto-grants-1977_09
Patent number
US04049823

Reaction notes

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