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Lithium hydroxide, monohydrate → 3-Methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-ylmethyl]benzoic acid

HRID 1975420
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HRID 1975420 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([C:23](=[O:33])[NH:24][CH2:25][CH:26]([CH3:32])[CH2:27][C:28]([F:31])([F:30])[F:29])[CH:21]=2)[N:16]([CH3:34])[CH:15]=1)[C:6]([O:8]C)=[O:7].O.[OH-].[Li+]>CO.O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([C:23](=[O:33])[NH:24][CH2:25][CH:26]([CH3:32])[CH2:27][C:28]([F:30])([F:29])[F:31])[CH:21]=2)[N:16]([CH3:34])[CH:15]=1)[C:6]([OH:8])=[O:7]
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참가 물질

6

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 10005193HCID 10005193, 화합물

생성물 1

HCID 100499743-Methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-ylmethyl]benzoic acid수율 88.5%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

A solution of methyl 3-methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-ylmethyl]benzoate (0.64 g) in methanol (3.5 mL), tetrahydrofuran (3.5 mL) and water (1.3 mL) was treated with lithium hydroxide monohydrate (0.34 g). The mixture was stirred for 18 hours and the organic solvents evaporated. The resulting aqueous solution was acidified with 10% (w/v) hydrochloric acid. The white precipitate which formed was collected by filtration, washed with water and dried under vacuum to give 3-methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-ylmethyl]benzoic acid as a white powder (0.55 g, 88%); partial NMR (300 MHz, DMSO-d6): 1.00 (d, 3H, CHCH3) 3.21 (m, 2H, NCH2), 3.76 (s, 3H, NCH3), 3.91 (s, 3H, OCH3), 4.07 (s, 2H, CH2), 7.15 (m, 2H, ArH), 7.46 (m, 3H, ArH), 7.68 (dd, 1H, ArH), 8.10 (d, 1H, ArH), 8.44 (t, 1H, NHCO).

후처리

  1. customthe organic solvents evaporated
  2. customThe white precipitate which formed
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-b9eee883f18f46a4a81d53387ebd8f69
출처 데이터셋
uspto-grants-1994_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05286740

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