Lithium Hydroxide → HCID 66755695, compound

HRID 1642138Notes

Reaction equation

HRID 1642138 reaction equation
[OH-].[Li+].[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([Cl:11])[C:5]=1[S:12]([N:15]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]C)=[O:22])[CH3:16])(=[O:14])=[O:13]>O.C1COCC1>[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([Cl:11])[C:5]=1[S:12]([N:15]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[CH3:16])(=[O:13])=[O:14]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 66756304HCID 66756304, compound

Product 1

HCID 66755695HCID 66755695, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide (18.2 mg, 0.76 mmol) in water (3 ml) was added to a solution of methyl 5-(2,4,6-trichloro-N-methylphenylsulfonamido)pentanoate (178 mg, 0.45 mmol) in THF (5 ml), and stirring was carried out for 18 h at room temperature. THF was then concentrated in vacuo, water was added to the residue, and extraction with DCM (2×20 ml) was carried out. The aqueous phase was adjusted to pH 1-2 with concentrated hydrochloric acid and extracted with ethyl acetate (3×20 ml). The combined organic extracts were dried over sodium sulfate and concentrated in vacuo.

Workup

  1. concentrationTHF was then concentrated in vacuo, water
  2. additionwas added to the residue, and extraction with DCM (2×20 ml)
  3. extractionextracted with ethyl acetate (3×20 ml)
  4. dry with materialThe combined organic extracts were dried over sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fa1b49ccbaab4689b161b152986721c8
Source dataset
uspto-grants-2012_02
Patent number
US08119633B2

Reaction notes

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