Water → HCID 21425196, compound

HRID 258964Notes

Reaction equation

HRID 258964 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 HC1, 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
  3. addition(dilute HC1, water)
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe desired product after recrystallization from benzene

Sources & evidence

ORD record
ord-f9a5d46d9c0844d0b0b2f93b74c90453
Source dataset
uspto-grants-1977_07
Patent number
US04035426

Reaction notes

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