Hydrochloric Acid → HCID 86736981, 화합물

HRID 1156646노트

반응식

HRID 1156646 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 86736981HCID 86736981, 화합물

시약·촉매·용매 1

HCID 887Methanol용매3회

실험 절차

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 l 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.

후처리

  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

출처 및 근거

ORD 기록
ord-b21cea7beb194e0ab6e903999d08a06b
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04336382

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