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

HRID 1247371ノート

反応式

HRID 1247371 の反応式
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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
60 °C

実験手順

(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]−).

後処理

  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

出典と根拠

ORDレコード
ord-6462af5322ac40f6ba3f76e8e9e600d2
出典データセット
uspto-grants-2006_10
特許番号
US07129238B2

反応ノート

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