Hydrochloric Acid → HCID 86736981、化合物

HRID 1395307ノート

反応式

HRID 1395307 の反応式
[Na].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:5][CH:4]=1.[O:14]1[C@H:16]([CH2:17][O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:15]1.Cl>CO>[CH2:19]([O:18][CH2:17][C@H:16]([OH:14])[CH2:15][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 146296(+)-Benzyl glycidyl etherHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl esterHCID 5360545Sodium

生成物 1

HCID 86736981HCID 86736981、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒3 回

実験手順

Sodium (2.3 g; 0.1 mol) was dissolved in 500 ml anhydrous MeOH and to this was added a solution of 194.3 g (1.17 mol) 4-hydroxyphenylacetic acid, methyl ester in 250 ml MeOH followed by a solution of 167.3 g. (1.018 mol) (S)-1,2-epoxy-3-benzyloxypropane in 250 ml MeOH. The solution was stirred under reflux for 12 hours. The cooled solution was treated with 8.3 ml (0.1 mol) of concentrated HCl and the methanol was removed in vacuo. The crude product was dissolved in benzene and washed with 2×200 ml portions of cold 1 N NaOH solution and with H2O (1×300 ml). The aqueous layers were backwashed with benzene (2×500 ml). The combined organic layers were dried (Na2SO4) and evaporated in vacuo to give crude (S)-4-(3-benzyloxy-2-hydroxypropoxy)phenyl acetic acid, methyl ester.

後処理

  1. temperatureunder reflux for 12 hours
  2. customthe methanol was removed in vacuo
  3. dissolutionThe crude product was dissolved in benzene
  4. washwashed with 2×200 ml portions of cold 1 N NaOH solution and with H2O (1×300 ml)
  5. dry with materialThe combined organic layers were dried (Na2SO4)
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-6df8ba746f4b42828266c78201bf97a8
出典データセット
uspto-grants-1980_05
特許番号
US04202978

反応ノート

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