Sodium Bicarbonate → HCID 69312961, compound

HRID 2054567Notes

Reaction equation

HRID 2054567 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:18][C:19]([NH2:21])=[O:20])[CH:15]3[CH2:16][CH:11]4[CH2:12][CH:13]([CH2:17][CH:9]2[CH2:10]4)[CH2:14]3)=[CH:4][CH:3]=1.F[B-](F)(F)F.[CH3:27][O+](C)C.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:18][C:19](=[NH:21])[O:20][CH3:27])[CH:9]3[CH2:17][CH:13]4[CH2:12][CH:11]([CH2:16][CH:15]2[CH2:14]4)[CH2:10]3)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 69312972HCID 69312972, compound

Product 1

HCID 69312961HCID 69312961, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 6-1a (30 mg, 0.1 mmol) in 0.5 mL of anhydrous methylene chloride was treated with trimethyloxonium tetrafloroborate (30 mg, 0.2 mmol). The mixture was stirred under nitrogen for 18 h, then added to a separatory funnel containing 25 mL of methylene chloride and saturated aqueous sodium bicarbonate solution. The layers were mixed and separated and the organic layer was dried over anhydrous sodium sulfate and evaporated in vacuo to yield 32 mg of title compound, which was used without purification.

Workup

  1. additionadded to a separatory funnel
  2. additionThe layers were mixed
  3. customseparated
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-3ce0c24138254d53ae4e5da71545740c
Source dataset
uspto-grants-2008_02
Patent number
US07329683B2

Reaction notes

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