Ethyl Acetate → HCID 89876011, compound

HRID 1487080Notes

Reaction equation

HRID 1487080 reaction equation
[CH2:1]([C:3]1[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=1[NH:5][CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:2].[CH:14]([C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1)=[CH2:15].C(OCC)(=O)C>N1C=CC=CC=1>[CH2:1]([C:3]1[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=1[N:5]([CH2:6][CH:7]([CH3:9])[CH3:8])[S:22]([C:19]1[CH:20]=[CH:21][C:16]([CH:14]=[CH2:15])=[CH:17][CH:18]=1)(=[O:24])=[O:23])[CH3:2]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 9855777Styrene-4-sulfonyl chlorideHCID 28480274HCID 28480274, compound

Product 1

HCID 89876011HCID 89876011, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-ethyl-N-isobutylaniline (83 mg, 0.468 mmol) was dissolved in pyridine (3 mL) add 4-vinylbenzene-1-sulfonyl chloride (114 mg, 0.562 mmol) added. Reaction stirred for over the weekend. Ethyl acetate (10 mL) was added to the solution and the organic phase was washed with water (10 mL), sodium hydroxide solution (2M, 2×10 mL) and brine (10 mL), then dried and concentrated under vacuum to provide the product, 129 mg. LCMS [LCMS1] Rt 1.43 min, m/z (ES+) 344 (M+H).

Workup

  1. additionadded
  2. customReaction
  3. washthe organic phase was washed with water (10 mL), sodium hydroxide solution (2M, 2×10 mL) and brine (10 mL)
  4. customdried
  5. concentrationconcentrated under vacuum
  6. customto provide the product, 129 mg

Sources & evidence

ORD record
ord-03857951b668491c9603a2b33b42873b
Source dataset
uspto-grants-2016_08
Patent number
US09428452B2

Reaction notes

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