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Lithium hydroxide, monohydrate → 5-[[[5-Methoxy-3-(1-methylethoxy)benzo[b]thien2-yl]carbonyl]amino]pentanoic acid

HRID 1708214
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HRID 1708214 반응식
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]2[S:7][C:8]([C:14]([NH:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]C)=[O:22])=[O:15])=[C:9]([O:10][CH:11]([CH3:13])[CH3:12])[C:5]=2[CH:4]=1.O[Li].O>CO.O>[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]2[S:7][C:8]([C:14]([NH:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[O:15])=[C:9]([O:10][CH:11]([CH3:13])[CH3:12])[C:5]=2[CH:4]=1
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참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 10643446Methyl 5-[[[5-methoxy-3-(1-methylethoxy)benzo[b]thien2-yl]carbonyl]amino]pentanoate

생성물 1

HCID 105228645-[[[5-Methoxy-3-(1-methylethoxy)benzo[b]thien2-yl]carbonyl]amino]pentanoic acid수율 85%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Methyl 5-[[5-methoxy-3-(1-methylethoxy)benzo[b]thien-2-yl]carbonyl]aminovalerate (250 mg, 0.66 mmol) and 83 mg of LiOH-H2O in a mixture of 5 mL of methanol and 2 mL of water are stirred at room temperature for 7 hours. The reaction mixture is partitioned between ethyl acetate and aqueous HCl. The organic layer is washed with water, then brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. Recrystallization from ethyl acetate:hexane gives 205 mg of product (85%); mp 135°-137° C.

후처리

  1. customThe reaction mixture is partitioned between ethyl acetate and aqueous HCl
  2. washThe organic layer is washed with water
  3. dry with materialbrine, dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-dc57ef9dc16444e1be0797846f4db037
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05356926

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