Metoprolol → (S)-Metoprolol

HRID 1087281

반응식

HRID 1087281 반응식
[CH3:1][CH:2]([NH:4][CH2:5][CH:6]([OH:19])[CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][O:17][CH3:18])=[CH:13][CH:14]=1)[CH3:3].C(O)(=O)/C=C/C=C/C>CC(C)=O>[CH3:3][CH:2]([NH:4][CH2:5][C@H:6]([OH:19])[CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][O:17][CH3:18])=[CH:13][CH:14]=1)[CH3:1]

참가 물질

4

반응물 2

HCID 4171MetoprololHCID 643460Sorbic Acid

생성물 1

HCID 157716(S)-Metoprolol수율 115.3%

시약·촉매·용매 1

HCID 180Acetone용매2회

반응 조건

온도
0 °C

실험 절차

To the stirred acetone solution of metoprolol base (19.3 mol), acetone (30 l) and sorbic acid (2.12 kg, 18.9 mol) were added at room temperature. The mixture was heated to reflux and the hot solution was filtered. The filtrate was allowed to cool slowly to 0° C. The crystals were centrifugated off, washed with cold acetone (10 l) and dried for three days in vacuo at room temperature to yield 5.95 kg of crystalline (S)-metoprolol. (81% from (4)).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. filtrationthe hot solution was filtered
  4. washwashed with cold acetone (10 l)
  5. customdried for three days in vacuo at room temperature

출처 및 근거

ORD 기록
ord-ecc3204946d546b58f26672c8d79018c
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034535

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