HCID 58993633, compound → HCID 86635131, compound

HRID 1645249Notes

Reaction equation

HRID 1645249 reaction equation
Cl[C:2]1[CH:3]=[C:4](C2(CO)CCN(C(OC(C)(C)C)=O)CC2)[CH:5]=[CH:6][CH:7]=1.[OH:23][CH2:24][C:25]1([C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([C:44]([F:47])([F:46])[F:45])[CH:39]=2)[CH2:30][CH2:29][N:28]([C:31](OC(C)(C)C)=O)[CH2:27][CH2:26]1>>[CH2:31]([N:28]1[CH2:29][CH2:30][C:25]([C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([C:44]([F:46])([F:45])[F:47])[CH:39]=2)([CH:24]=[O:23])[CH2:26][CH2:27]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 58993633HCID 58993633, compoundHCID 58993653HCID 58993653, compound

Product 1

HCID 86635131HCID 86635131, compound

Procedure

Using standard Swern oxidation reaction conditions (see step (v)/Example 80 or step (iii)/Example 81), tert-butyl 4-(hydroxymethyl)-4-(3-(trifluoromethyl)phenyl)piperidine-1-carboxylate (1.2 mmol, 0.43 g) was oxidized to give 1-benzyl-4-(3-(trifluoromethyl)phenyl)piperidine-4-carbaldehyde which was used in the next step without further purification.

Workup

  1. customSwern oxidation reaction conditions (

Sources & evidence

ORD record
ord-5c9bf8a8c3c541f0bd80d149e1a5fbda
Source dataset
uspto-grants-2012_02
Patent number
US08124624B2

Reaction notes

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