N,N-Diethylethanamine trihydrofluoride → HCID 69023513, compound

HRID 1866800Notes

Reaction equation

HRID 1866800 reaction equation
[C:1]([O:5][C:6](=[O:29])[N:7]([CH2:9][CH2:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[S:18][Si](C(C)C)(C(C)C)C(C)C)[CH3:8])([CH3:4])([CH3:3])[CH3:2].F.F.F.C(N(CC)CC)C>C1COCC1>[C:1]([O:5][C:6](=[O:29])[N:7]([CH2:9][CH2:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[SH:18])[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 175505N,N-Diethylethanamine trihydrofluorideHCID 69023603HCID 69023603, compound

Product 1

HCID 69023513HCID 69023513, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

[2-(5-Fluoro-2-triisopropylsilanylsulfanyl-phenyl)-ethyl]-methyl-carbamic acid tert-butyl ester (1.60 g, 3.62 mmol) is dissolved in dry THF (12 mL) and triethylamine trihydrofluoride (0.59 g, 3.66 mmol) is added. The resulting mixture is heated at 60° C. for 5 minutes, then cooled and concentrated in vacuo. The product is purified by eluting through a plug of silica with ethyl acetate-heptane (1:4) to give 0.72 g (72%) of the title compound as an oil.

Workup

  1. temperaturecooled
  2. concentrationconcentrated in vacuo
  3. customThe product is purified
  4. washby eluting through a plug of silica with ethyl acetate-heptane (1:4)

Sources & evidence

ORD record
ord-ad26bbc435ef44388423066d4e39276e
Source dataset
uspto-grants-2009_12
Patent number
US07629473B2

Reaction notes

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