Triethylamine → HCID 86601407, compound

HRID 1171844Notes

Reaction equation

HRID 1171844 reaction equation
[OH:1][CH2:2][C:3]1([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:5][CH2:4]1.C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21].C(=O)(O)[O-].[Na+]>ClCCl>[CH3:19][S:20]([O:1][CH2:2][C:3]1([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:4][CH2:5]1)(=[O:22])=[O:21]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 59554587HCID 59554587, compound

Product 1

HCID 86601407HCID 86601407, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-50 °C

Procedure

253 mg of compound 14b and 225 μl triethylamine were dissolved in 10 ml dichloromethane and cooled to −50° C. 140 μl methanesulfonylchloride was added and the mixture was stirred for one hour allowing the temperature to increase to 0° C. Saturated aqueous sodium bicarbonate was added and the mixture was extracted twice with dichloromethane. The organic extracts were combined and dried with sodium sulfate. Evaporation of the solvent gave 308 mg of the title compound as an almost colorless liquid.

Workup

  1. temperatureto increase to 0° C
  2. extractionthe mixture was extracted twice with dichloromethane
  3. dry with materialdried with sodium sulfate
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-4a0d51db455349dd85e46800f9f6abac
Source dataset
uspto-grants-2010_11
Patent number
US07829716B2

Reaction notes

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