Sodium borohydride → HCID 18921518, compound

HRID 1654963Notes

Reaction equation

HRID 1654963 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH:13]2[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:22](=[O:29])[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:19]=3)[CH2:14]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH:13]2[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH:22]([OH:29])[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:19]=3)[CH2:14]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 18921486HCID 18921486, compound

Product 1

HCID 18921518HCID 18921518, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.46 g of ethyl 3-[2-[(4-chlorophenyl)sulfonylaminomethyl]indan-5-yl]-3-oxopropionate obtained in Step 1 of Example 46 was dissolved in 60 ml of ethanol, to which 193 mg of sodium borohydride was added under ice-cooling, followed by stirring for 2 hours at the same temperature. Subsequently, the solvent was distilled off under reduced pressure. The residue was added with ethyl acetate, washed with water and dried. The solvent was removed under reduced pressure. The residue was recrystallized from a solvent mixture of ethyl acetate and isopropyl ether to obtain 4.37 g of colorless crystals. Yield: 99%

Workup

  1. additionwas added under ice-
  2. temperaturecooling
  3. distillationSubsequently, the solvent was distilled off under reduced pressure
  4. additionThe residue was added with ethyl acetate
  5. washwashed with water
  6. customdried
  7. customThe solvent was removed under reduced pressure
  8. customThe residue was recrystallized from a solvent mixture of ethyl acetate and isopropyl ether

Sources & evidence

ORD record
ord-96a855eee8c741a6b2aecfb25a6f4e6c
Source dataset
uspto-grants-1995_04
Patent number
US05409956

Reaction notes

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