Sodium Bicarbonate → HCID 19840793, compound

HRID 420173Notes

Reaction equation

HRID 420173 reaction equation
C(=O)([O-])[OH:2].[Na+].F[CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12]>CCCCCCC>[OH:2][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 23237908HCID 23237908, compound

Product 1

HCID 19840793HCID 19840793, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

87 mg (0.5 mmol) of butyl 5-hydroxypropionate purified by distillation, 0.39 g (0.6 mmol, 1.2 equivalents) of N,N-diethyl-α,α-difluoro-[4-(1H,1H,2H,2H-perfluorodecyl)benzyl]amine (compound c) produced in Example 1, and 0.5 ml of heptane were put into a PFA container, and reacted in a nitrogen atmosphere at 100° C. for 3 hours. After the reaction, an aqueous saturated sodium hydrogencarbonate solution was added thereto for neutralization, and then the product was extracted out with dichloromethane. The solvent was evaporated away, followed by purification through silica gel column chromatography (solvent: dichloromethane/diethyl ether mixed solvent) to give a product. The main product was butyl 5-fluoropentanoate, and its yield was 92%.

Workup

  1. customreacted in a nitrogen atmosphere at 100° C. for 3 hours
  2. customAfter the reaction
  3. extractionfor neutralization, and then the product was extracted out with dichloromethane
  4. customThe solvent was evaporated away
  5. customfollowed by purification through silica gel column chromatography (solvent: dichloromethane/diethyl ether mixed solvent)
  6. customto give a product

Sources & evidence

ORD record
ord-ef3655526bdf4ed6b0328fafdce6220d
Source dataset
uspto-grants-2012_01
Patent number
US08093429B2

Reaction notes

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