Hydrochloric Acid → (RS)-[2,6-difluoro-4-(4-methoxy-phenoxy)-phenyl]-ethoxy-acetic acid

HRID 1247371노트

반응식

HRID 1247371 반응식
C([O:3][C:4](=[O:26])[CH:5]([C:9]1[C:14]([F:15])=[CH:13][C:12]([O:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[CH:11][C:10]=1[F:25])[O:6][CH2:7][CH3:8])C.CO.O[Li].O.Cl>C1COCC1.O.CC(OC)(C)C>[F:15][C:14]1[CH:13]=[C:12]([O:16][C:17]2[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)[CH:11]=[C:10]([F:25])[C:9]=1[CH:5]([O:6][CH2:7][CH3:8])[C:4]([OH:26])=[O:3]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 69291038(RS)-[2,6-difluoro-4-(4-methoxy-phenoxy)-phenyl]-ethoxy-acetic acid ethyl ester

생성물 1

HCID 21904916(RS)-[2,6-difluoro-4-(4-methoxy-phenoxy)-phenyl]-ethoxy-acetic acid수율 95%

시약·촉매·용매 3

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매HCID 15413tert-Butyl methyl ether용매

반응 조건

온도
60 °C

실험 절차

(RS)-[2,6-Difluoro-4-(4-methoxy-phenoxy)-phenyl]-ethoxy-acetic acid ethyl ester (455 mg) was dissolved in THF (2.4 ml), MeOH (2.4 ml) and H2O (1.0 ml) and LiOH.H2O (104 mg) was added. The reaction mixture was stirred 1 h at 60° C. The solution was diluted with cold H2O (15 ml) and TBME (15 ml) and acidified with 1 N HCl. The aqueous layer was extracted with two more portions of TBME (15 ml). The combined organic layers were dried (MgSO4) and the solvent was evaporated to obtain 398 mg (95%) of (RS)-[2,6-difluoro-4-(4-methoxy-phenoxy)-phenyl]-ethoxy-acetic acid. White waxy solid. MS 336.9 ([M−H]−).

후처리

  1. extractionThe aqueous layer was extracted with two more portions of TBME (15 ml)
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-6462af5322ac40f6ba3f76e8e9e600d2
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129238B2

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