3-(Trifluoromethyl)phenol → HCID 131718537, compound

HRID 1728650Notes

Reaction equation

HRID 1728650 reaction equation
[OH:1][CH2:2][C@H:3]1[C@@H:8]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[CH2:7][CH2:6][N:5]([CH3:18])[CH2:4]1.[ClH:19].CN1CC[C@@H](C2C=CC([N+]([O-])=O)=CC=2)[C@H](COC2C=CC3OCOC=3C=2)C1.[F:47][C:48]([F:57])([F:56])[C:49]1[CH:50]=[C:51](O)[CH:52]=[CH:53][CH:54]=1>>[ClH:19].[CH3:18][N:5]1[CH2:6][CH2:7][C@@H:8]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[C@H:3]([CH2:2][O:1][C:53]2[CH:52]=[CH:51][CH:50]=[C:49]([C:48]([F:57])([F:56])[F:47])[CH:54]=2)[CH2:4]1

Participants

4

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 70082707HCID 70082707, compoundHCID 131718535HCID 131718535, compound

Product 1

HCID 131718537HCID 131718537, compound

Procedure

Compound (8) was prepared from (+)cis-3-hydroxymethyl-1-methyl-4-(4-nitrophenyl)piperidine as described for compound (1) using 3-trifluoromethylphenol instead of sesamol. The crude product was purified on a silica gel column using CH2Cl2 /CH3OH 9/1 as eluent. Identified by 1H NMR. M.p. 271°-272° C.

Workup

  1. customThe crude product was purified on a silica gel column

Sources & evidence

ORD record
ord-531baad9335e49e797596e0e8a3ec599
Source dataset
uspto-grants-1994_07
Patent number
US05328917

Reaction notes

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