Hydrochloric Acid → 1,3-Dihydro5-fluoro-1'-methylspiro[isobenzofuran-1,4'-piperidine]

HRID 1657858Notes

Reaction equation

[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:10]2([OH:17])[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)=[C:6]([CH2:8]O)[CH:7]=1.Cl>>[F:1][C:2]1[CH:7]=[C:6]2[C:5](=[CH:4][CH:3]=1)[C:10]1([CH2:11][CH2:12][N:13]([CH3:16])[CH2:14][CH2:15]1)[O:17][CH2:8]2

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 867335294-(5-Fluoro-alpha-hydroxy-2-tolyl)-4-hydroxy-1-methylpiperidine

Product 1

HCID 215068221,3-Dihydro5-fluoro-1'-methylspiro[isobenzofuran-1,4'-piperidine]

Procedure

Treatment of 4-(5-fluoro-α-hydroxy-2-tolyl)-4-hydroxy-1-methylpiperidine with hydrochloric acid by the method described in Example 16d provides 1,3-dihydro-5-fluoro-1'-methylspiro[isobenzofuran-1,4'-piperidine].

Sources & evidence

ORD record: ord-bf2ffb0213894c20826bd72cd39a2d33
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03962259

Reaction notes

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