Hydrochloric Acid → HCID 22010137、化合物

HRID 322901ノート

反応式

HRID 322901 の反応式
[C:1]([C:3]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][C:28]2[CH:32]=[CH:31][S:30][CH:29]=2)=[CH:22][C:4]=1[O:5][CH:6]([C:14]1[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:21])[CH2:7][CH2:8][C:9]([O:11]CC)=[O:10])#[N:2].[OH-].[Na+].Cl>CO>[Cl:21][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]([F:20])[C:14]=1[CH:6]([O:5][C:4]1[CH:22]=[C:23]([O:26][CH2:27][C:28]2[CH:32]=[CH:31][S:30][CH:29]=2)[CH:24]=[CH:25][C:3]=1[C:1]#[N:2])[CH2:7][CH2:8][C:9]([OH:11])=[O:10]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53775193HCID 53775193、化合物

生成物 1

HCID 22010137HCID 22010137、化合物収率 62%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of ethyl (RS)-4-(2-cyano-5-(3-thienylmethoxy)phenoxy)-4-(2-chloro-6-fluorophenyl)butanoate (360 mg) in methanol (10 mL) containing 1 N sodium hydroxide (3 mL) is stirred at ambient temperature for 16 hours. The reaction mixture is poured into 0.5 N HCl (20 mL) and extracted twice with ethyl acetate (20 mL). The combined organic phases are washed with brine (20 mL), dried over magnesium sulphate, filtered and concentrated under reduced pressure to leave a dark yellow oil. Crystallisation from a mixture of cyclohexane and ethyl acetate gives (RS)-4-(2-chloro-6-fluorophenyl)-4-(2-cyano-5-(3-thienylmethoxy)phenoxy)-butanoic acid (210 mg) in the form of a beige solid, m.p. 128-130° C.

後処理

  1. extractionextracted twice with ethyl acetate (20 mL)
  2. washThe combined organic phases are washed with brine (20 mL)
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customto leave a dark yellow oil
  7. customCrystallisation
  8. additionfrom a mixture of cyclohexane and ethyl acetate

出典と根拠

ORDレコード
ord-26744bcc565e452db3dc79c9f745de38
出典データセット
uspto-grants-2001_04
特許番号
US06211234B1

反応ノート

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