Propylene Oxide → 3-Amino-2-(4-chlorophenyl)-1-hydroxy-propyl(methyl)phosphinic acid

HRID 1612720노트

반응식

HRID 1612720 반응식
C(OC([NH:8][CH2:9][CH:10]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)[CH:11]([P:13]([CH3:18])(=[O:17])[O:14]CC)[OH:12])=O)(C)(C)C.C1OC1C>Cl.CO>[NH2:8][CH2:9][CH:10]([C:19]1[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=1)[CH:11]([P:13]([CH3:18])(=[O:14])[OH:17])[OH:12]

참가 물질

5

반응물 2

HCID 6378Propylene OxideHCID 19090866HCID 19090866, 화합물

생성물 1

HCID 99432103-Amino-2-(4-chlorophenyl)-1-hydroxy-propyl(methyl)phosphinic acid

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 887Methanol용매

실험 절차

A solution of 0.64 g of ethyl 3-(N-tert.-butyloxycarbonylamino)-2-(4-chlorophenyl)-1-hydroxy-propyl(methyl)phosphinate in 12 ml of concentrated aqueous hydrochloric acid is heated to reflux for 5 hours. The mixture is then cooled and evaporated to dryness in vacuo. The residue is repeatedly co-evaporated with methanol until the hydrochloride salt is obtained as a foam. This is dissolved in 50 ml of methanol and treated with 25 ml of propylene oxide after 40 minutes stirring at room temperature a solid precipitates, and the suspension stirred for a further 11/2 hours. The solid is collected by filtration washed with propylene oxide and ether and dried the solid is redissolved in methanol at elevated temperature and filtered. Concentration in vacuo and dilution with ether affords a solid which is collected and dried to give 3-amino-2-(4-chlorophenyl)-1-hydroxy-propyl(methyl)phosphinic acid, m.p. 240°-241° C.

후처리

  1. temperatureto reflux for 5 hours
  2. temperatureThe mixture is then cooled
  3. customevaporated to dryness in vacuo
  4. customis obtained as a foam
  5. customprecipitates
  6. stirringthe suspension stirred for a further 11/2 hours
  7. filtrationThe solid is collected by filtration
  8. washwashed with propylene oxide and ether
  9. customdried the solid
  10. dissolutionis redissolved in methanol at elevated temperature
  11. filtrationfiltered
  12. concentrationConcentration in vacuo and dilution with ether
  13. customaffords a solid which
  14. customis collected
  15. customdried

출처 및 근거

ORD 기록
ord-5ab8f78238284987860a99ca54cb4fda
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05190933

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