Diphenylmethane → HCID 19799563, compound

HRID 2081424Notes

Reaction equation

HRID 2081424 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[O:6][CH:7]1[CH2:10][NH:9][CH2:8]1.C1(CC2C=CC=CC=2)C=CC=CC=1.[CH3:29][CH2:30][CH2:31][CH2:32][N:33]=[C:34]=[O:35]>C(OC(C)C)(C)C>[CH2:32]([NH:33][C:34]([N:9]1[CH2:10][CH:7]([O:6][C:5]2[CH:11]=[CH:12][CH:13]=[C:3]([C:2]([F:1])([F:14])[F:15])[CH:4]=2)[CH2:8]1)=[O:35])[CH2:31][CH2:30][CH3:29]

Participants

5

Reactant 3

HCID 7580DiphenylmethaneHCID 8110Butyl isocyanateHCID 111385383-[3-(Trifluoromethyl)phenoxy]azetidine

Product 1

HCID 19799563HCID 19799563, compound

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

A solution of 18.9 (0.05 mole) of crude 3-[3-(trifluoromethyl)-phenoxy]azetidine (contains an equal molar amount of diphenylmethane) in 100 ml of isopropyl ether was stirred under nitrogen while 4.96 g (0.05 mole) of N-butyl isocyanate was slowly added. The clear reaction solution became warm to the touch, and after 20 minutes a white crystalline solid began to precipitate. After stirring for 16 hr, the solid was removed by filtration, washed with fresh isopropyl ether and air dried to yield 8 g of pale beige crystals, m.p. 108°-109° C.

Workup

  1. additionwas slowly added
  2. temperatureThe clear reaction solution became warm to the touch
  3. customto precipitate
  4. customthe solid was removed by filtration
  5. washwashed with fresh isopropyl ether and air
  6. customdried

Sources & evidence

ORD record
ord-adf7540d140c409fa5f313e5a7e15fa1
Source dataset
uspto-grants-1993_02
Patent number
US05183902

Reaction notes

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