Boron trifluoride etherate → HCID 57496383, compound

HRID 537736Notes

Reaction equation

HRID 537736 reaction equation
B(F)(F)F.CCOCC.[CH:10]1([CH:16]2[CH2:21][C:20](O)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:19][CH2:18][N:17]2[C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:10]1([CH:16]2[CH2:21][C:20]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:19][CH2:18][N:17]2[C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 516892Sodium BicarbonateHCID 57496382HCID 57496382, compound

Product 1

HCID 57496383HCID 57496383, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of BF3.OEt2 (4.93 ml, 38.9 mmol) in CH2Cl2 (30 ml) was added to a stirred solution of benzyl 2-cyclohexyl-4-hydroxy-4-phenylpiperidine-1-carboxylate (5 g, 12.71 mmol) in CH2Cl2 (244 ml) at 0° C. The mixture was stirred at room temperature for 15 minutes. Saturated sodium bicarbonate (100 ml) was added after 15 minutes. Extracted twice with CH2Cl2 and the combined organics were dried and concentrated. The crude product was not purified.

Workup

  1. extractionExtracted twice with CH2Cl2
  2. customthe combined organics were dried
  3. concentrationconcentrated
  4. customThe crude product was not purified

Sources & evidence

ORD record
ord-0635a57ca22143adb018bde0e2e2a0ff
Source dataset
uspto-grants-2014_10
Patent number
US08865701B2

Reaction notes

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