Isopropanol → 4-[3-[4-(6-Fluoro1,2-benzisoxazol-3-yl)-piperidinyl]-2-hydroxy-1-propoxy]phenyl methyl ether

HRID 1955911Notes

Reaction equation

HRID 1955911 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1.O1[C:22]2C(OC)=C1C(CCC)=[C:20]([O:26][C:27]1[CH:32]=[C:31]3O[C:29](=[C:30]3[O:34][CH3:35])[C:28]=1CCC)[CH:21]=2.C([OH:45])(C)C>>[CH3:35][O:34][C:30]1[CH:29]=[CH:28][C:27]([O:26][CH2:20][CH:21]([OH:45])[CH2:22][N:12]2[CH2:11][CH2:10][CH:9]([C:6]3[C:5]4[CH:15]=[CH:16][C:2]([F:1])=[CH:3][C:4]=4[O:8][N:7]=3)[CH2:14][CH2:13]2)=[CH:32][CH:31]=1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 67670965HCID 67670965, compound

Product 1

HCID 184672574-[3-[4-(6-Fluoro1,2-benzisoxazol-3-yl)-piperidinyl]-2-hydroxy-1-propoxy]phenyl methyl ether

Procedure

A mixture of 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (4.4 g, 20 mmol) and 2, epoxypropyl-4-methoxyphenyl ether (3.7 g, 20.5 mmol) in isopropyl alcohol (80 ml) was heated to reflux for 2 hours. The mixture was cooled and the crystals were collected to yield 6.81 g (85%), m.p.=134-135° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe mixture was cooled
  4. customthe crystals were collected
  5. customto yield 6.81 g (85%), m.p.=134-135° C.

Sources & evidence

ORD record
ord-640efd7ffe8d40198b48158e9e5bee89
Source dataset
uspto-grants-1998_07
Patent number
US05776963

Reaction notes

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