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2-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid → (S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic Acid

HRID 1951987
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HRID 1951987 반응식
[OH:1][CH:2]([C:6]([O:19][CH3:20])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4]>C(Cl)(Cl)Cl>[OH:1][C@@H:2]([C:6]([O:19][CH3:20])([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:3]([OH:5])=[O:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 98819472-Hydroxy-3-methoxy-3,3-diphenylpropanoic acid

생성물 1

HCID 15380898(S)-2-Hydroxy-3-methoxy-3,3-diphenylpropionic Acid

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
27.5 °C

실험 절차

R(+)-phenyl ethyl amine (11.12 grams) was added to a solution of 2-hydroxy-3-methoxy-3,3-diphenylpropionic acid (25 grams) and chloroform (25 ml) at 40° C. and stirred for 30 minutes. The reaction mixture was cooled, and the solid obtained was filtered and washed with chloroform. Ethyl acetate (50 ml) and water (50 ml) was added to the obtained solid and then the reaction mixture was acidified with concentrated hydrochloric acid. The layers were separated and the aqueous layer extracted with ethyl acetate. The solvent from combined organic layer was distilled off completely under reduced pressure at below 60° C. The obtained residue was dissolved in toluene (30 ml) at 60-70° C. and then cooled to 25-30° C. The solid was filtered, washed with toluene and then dried to get the title compound.

후처리

  1. temperatureThe reaction mixture was cooled
  2. customthe solid obtained
  3. filtrationwas filtered
  4. washwashed with chloroform
  5. additionEthyl acetate (50 ml) and water (50 ml) was added to the obtained solid
  6. customThe layers were separated
  7. extractionthe aqueous layer extracted with ethyl acetate
  8. distillationwas distilled off completely under reduced pressure at below 60° C
  9. dissolutionThe obtained residue was dissolved in toluene (30 ml) at 60-70° C.
  10. filtrationThe solid was filtered
  11. washwashed with toluene
  12. customdried

출처 및 근거

ORD 기록
ord-fdbede3c4a964a0e830c83ce6de18c5d
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404840B2

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