Triethylamine → Isohexane ethyl acetate

HRID 496649Notes

Reaction equation

HRID 496649 reaction equation
CS(Cl)(=O)=[O:3].Cl[C:7]1[CH:14]=[C:13]([CH2:15][OH:16])C=[C:11](Cl)[C:8]=1[CH:9]=O.C(N([CH2:23][CH3:24])CC)C>ClCCl>[CH3:13][CH2:14][CH2:7][CH:8]([CH3:11])[CH3:9].[C:23]([O:16][CH2:15][CH3:13])(=[O:3])[CH3:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 102420322,6-Dichloro-4-hydroxymethylbenzaldehyde

Product 1

HCID 21882781Isohexane ethyl acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

289 mg (2.5 mmol) Methansulfonylchloride was added to a stirred solution of 470 mg (2.3 mmol) A3 and 255 mg (2.5 mmol) triethylamine in dry 20 ml dichloromethane, and the solution was stirred at room temperature overnight. After hydrolysis (15 ml), the phases were separated and the organic layer was washed with saturated NaCl (10 ml) and dried over magnesium sulfate. 236 mg (0.9 mmol) A17 was obtained by column chromatography on SiGel (iso-hexane/ethyl acetate 9:1).

Workup

  1. customAfter hydrolysis (15 ml)
  2. customthe phases were separated
  3. washthe organic layer was washed with saturated NaCl (10 ml)
  4. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-ca14066c71f345ef858e378421d955f6
Source dataset
uspto-grants-2005_09
Patent number
US06946471B2

Reaction notes

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