Methanol → HCID 70021916, compound

HRID 849544Notes

Reaction equation

HRID 849544 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][CH:14]([C:16]([OH:18])=[O:17])[NH2:15])(=[O:12])=[O:11])=[CH:6][CH:5]=1.S(Cl)([Cl:21])=O.[CH3:23]O>>[ClH:21].[CH3:23][O:17][C:16](=[O:18])[CH:14]([CH2:13][S:10]([C:7]1[CH:8]=[CH:9][C:4]([O:3][CH3:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11])[NH2:15]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 19366854HCID 19366854, compound

Product 1

HCID 70021916HCID 70021916, compound

Procedure

Part B: To an ice cooled solution of (8.87 g, 30 mmol) of β-(4-methoxyphenylsulfonyl)-D,L-alanine hydrochloride in 200 mL of dry methanol was added dropwise over 20 minutes (10.7 g, 90 mmol) of thionyl chloride, and the solution was refluxed overnight under nitrogen atmosphere. The contents were cooled to room temperature and concentrated by rotory evaporation and triturated with ether. The product was collected by filtration to yield 6.2 grams of β-(4-methoxyphenylsulfonyl)-D,L-alanine methyl ester hydrochloride.

Workup

  1. temperaturethe solution was refluxed overnight under nitrogen atmosphere
  2. concentrationconcentrated by rotory evaporation
  3. customtriturated with ether
  4. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-0ee332fad04e42e8801c9701bd3a22b5
Source dataset
uspto-grants-2000_01
Patent number
US06013649

Reaction notes

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