Triethylamine → HCID 88107267, compound

HRID 991411Notes

Reaction equation

HRID 991411 reaction equation
[OH:1][CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([CH:13]=[O:14])=[CH:10]2)=[CH:5][CH:4]=1.[CH3:15][S:16](Cl)(=[O:18])=[O:17].CCN(CC)CC.[NH4+].[Cl-]>C(Cl)Cl>[CH:13]([C:9]1[CH:10]=[C:11]2[C:6]([CH:5]=[CH:4][C:3]([CH2:2][O:1][S:16]([CH3:15])(=[O:18])=[O:17])=[CH:12]2)=[CH:7][CH:8]=1)=[O:14]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 31297Methanesulfonyl chlorideHCID 184138287-(Hydroxymethyl)-2-naphthalenecarboxaldehyde

Product 1

HCID 88107267HCID 88107267, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a cold (0° C.) solution of the product of step 6 (430 mg, 2.31 mmol) in CH2Cl2 (5 mL) was added MsCl (318 mg, 2.7 mmol) and Et3N (559 mg, 5.5 mmol). The mixture was stirred at 0° C. for 2 h. Aqueous NH4Cl was added, and the mixture was extracted with EtOAc. The combined organic extracts were washed with brine, dried (anhyd. MgSO4) and concentrated in vacuo. The crude product was used in the next step without further purification.

Workup

  1. extractionthe mixture was extracted with EtOAc
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (anhyd. MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-3af8b0e1f69440b8960ebfee4bdb52c9
Source dataset
uspto-grants-2002_10
Patent number
US06465444B2

Reaction notes

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