Acetic Acid → HCID 70600924, compound

HRID 2072235Notes

Reaction equation

HRID 2072235 reaction equation
C[O:2][CH2:3][CH2:4][C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([OH:7])[CH3:6].Br.C(O)(=O)C.[OH-].[K+]>C(Cl)(Cl)Cl.O>[C:9]1([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:5]([OH:7])([CH3:6])[CH2:4][CH2:3][OH:2]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 14797Potassium HydroxideHCID 70600837HCID 70600837, compound

Product 1

HCID 70600924HCID 70600924, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

2.56 g. of 1-methoxy-3-p-biphenylyl-3-butanol (obtainable from 3-methoxy-1-p-biphenylyl-1-propanone and CH3MgI) is boiled for 2 hours with a mixture of 5 ml. of 48% aqueous HBr and 5 ml. of acetic acid, 10 ml. of 10% methanolic KOH are added and boiling is continued for a further 2 hours and the mixture is worked up using water and chloroform to give 3-p-biphenylyl-1,3-butanediol, m.p. 115°-117°.

Sources & evidence

ORD record
ord-f9838adb5ad341599d5d8a906db53cf8
Source dataset
uspto-grants-1977_09
Patent number
US04049823

Reaction notes

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