Acetic Acid → HCID 21407974, compound

HRID 2072327Notes

Reaction equation

HRID 2072327 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:14]([OH:17])(=O)[CH3:15].N([O-])=O.[Na+]>O>[C:5]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:4]=[CH:3][C:2]([O:1][CH:15]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:14][OH:17])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 71034-HydroxybiphenylHCID 23668193Sodium Nitrite

Product 1

HCID 21407974HCID 21407974, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

2.89 g. of 2-(biphenylyl-4-oxy)-2-phenyl-ethylamine (obtainable by reacting 4-hydroxy-biphenyl with 2-bromophenylacetenitile and subsequently reducing the resulting nitrile) are dissolved in 50 ml. of 15% aqueous acetic acid and a solution of 1 g. of NaNO2 in 5 ml. of water is added while cooling with ice. The mixture is heated at 80° C. for 1 hour, worked up in the usual manner and purified by chromatography on silica gel to give 2-(4-biphenylyloxy)-2-phenyl-ethanol, m.p. 126°-127° C.

Workup

  1. dissolutionare dissolved in 50 ml
  2. temperaturewhile cooling with ice
  3. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-5b5ca5775b734690a8dcecd2a0c24e2c
Source dataset
uspto-grants-1977_09
Patent number
US04051173

Reaction notes

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