Water → HCID 21425196, compound

HRID 1578804Notes

Reaction equation

HRID 1578804 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19]C)=[CH:15][CH:14]=3)[CH2:10]2)=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1.O>C(OCC)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:12][CH:11]([C:13]3[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=3)[CH2:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10176127Pyridinium chlorideHCID 21425190HCID 21425190, compound

Product 1

HCID 21425196HCID 21425196, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
210 °C

Procedure

A mixture of 1,3-bis-(p-methoxyphenyl)cyclobutane (13.57 g., 0.051 mole) and pyridine hydrochloride (46.8 g., 0.41 mole) is heated at 210°C. under a nitrogen atmosphere for 30 minutes and then poured into 500 ml. of water. Several ethyl acetate extracts are taken, combined, washed (dilute HCl, water), dried (MgSO4), and evaporated. The desired product after recrystallization from benzene weighs 8.1 g. (67%), m.p. 148°-163.5°C.

Workup

  1. additionpoured into 500 ml
  2. washwashed (dilute HCl, water)
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe desired product after recrystallization from benzene

Sources & evidence

ORD record
ord-87fe17db399d43fd85f821e4e15fed8f
Source dataset
uspto-grants-1976_02
Patent number
US03939196

Reaction notes

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