Hydrochloric Acid → HCID 22010157、化合物

HRID 322903ノート

反応式

HRID 322903 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[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[CH3:21])[CH2:7][CH2:8][C:9]([O:11]CC)=[O:10])#[N:2].[OH-].[Na+].Cl>CO>[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[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[CH3:21])[CH2:7][CH2:8][C:9]([OH:11])=[O:10])#[N:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53853519HCID 53853519、化合物

生成物 1

HCID 22010157HCID 22010157、化合物収率 36.3%

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-(2,5-dimethylphenyl)butanoate (500 mg) in methanol (20 mL) containing 1 N sodium hydroxide (5 mL) is stirred at ambient temperature for 16 hours. The reaction mixture is poured into 0.5 N HCl (20 mL) and extracted three times 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 brown oil. Crystallisation with cyclohexane gives (RS)-4-(2-cyano-5-(3-thienylmethoxy)phenoxy)-4-(2,5-dimethylphenyl) butanoic acid, (170 mg) in the form of an off-white solid, m.p. 135-136° C. [Elemental analysis:- C,68.4, H, 5.46, N, 3.33%. Calculated:- C,68.7, H, 5.57, N, 3.00%]

後処理

  1. extractionextracted three times 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 brown oil
  7. customCrystallisation with cyclohexane

出典と根拠

ORDレコード
ord-ab089bd6db09404da5237e326f867a10
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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