Diethyl Ether → HCID 136046541, compound

HRID 1710768Notes

Reaction equation

HRID 1710768 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:16][CH:17]=[C:18]([CH2:20][N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[N:19]=2)=[CH:11][C:10]=1[Cl:27])C1C=CC=CC=1.B(F)(F)F.CCOCC.C(OCC)C>C(S)CCCCCCCCCCC>[Cl:27][C:10]1[CH:11]=[C:12]([C:15]2[O:16][CH:17]=[C:18]([CH2:20][N:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)[N:19]=2)[CH:13]=[CH:14][C:9]=1[OH:8]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 8000Boron trifluoride etherateHCID 59457506HCID 59457506, compound

Product 1

HCID 136046541HCID 136046541, compound

Reagents, catalysts & solvents 1

HCID 81951-DodecanethiolSolvent

Procedure

To a solution of 1-({2-[4-(benzyloxy)-3-chlorophenyl]-1,3-oxazol-4-yl}methyl)piperidine i61 (0.3 g, 0.78 mmol, 1 eq) in dodecanethiol (5 ml) is added dropwise boron trifluoride diethyl etherate (1.59 ml, 12.54 mmol, 48 eq). The mixture is stirred at room temperature for 60 h. Diethyl ether is poured onto the mixture and the solid that precipitates is filtered off and recrystallized from diethyl ether to give 150 mg of 2-chloro-4-[4-(piperidin-1-ylmethyl)-1,3-oxazol-2-yl]phenol i66.

Workup

  1. customthe solid that precipitates
  2. filtrationis filtered off
  3. customrecrystallized from diethyl ether

Sources & evidence

ORD record
ord-072ceb6ac26546d185165c00c5f8232d
Source dataset
uspto-grants-2010_09
Patent number
US07790720B2

Reaction notes

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