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Lithium hydroxide, monohydrate → 6-(Adamantan-1-ylmethoxy)-5-cyclopropylnicotinic acid

HRID 1427901
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HRID 1427901 반응식
[C:1]12([CH2:11][O:12][C:13]3[C:22]([CH:23]4[CH2:25][CH2:24]4)=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][N:14]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.O.[OH-].[Li+]>O1CCCC1.O.C(OCC)(=O)C>[C:1]12([CH2:11][O:12][C:13]3[C:22]([CH:23]4[CH2:25][CH2:24]4)=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[CH:15][N:14]=3)[CH2:8][CH:7]3[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]3)[CH2:10]1)[CH2:2]2
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참가 물질

6

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 86702923Methyl 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinate

생성물 1

HCID 867029246-(Adamantan-1-ylmethoxy)-5-cyclopropylnicotinic acid

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857
Ethyl Acetate
용매

실험 절차

A mixture of methyl 6-(adamantan-1-ylmethoxy)-5-cyclopropylnicotinate (1.17 g, 3.43 mmol) and lithium hydroxide monohydrate (0.58 g, 13.70 mmol) in tetrahydrofuran (60 mL) and water (10 mL) was refluxed for 2 h. The reaction mixture was cooled to ambient temperature and diluted with ethyl acetate (100 mL); washed with 1 M aqueous hydrochloric acid (80 mL) and brine (80 mL); dried over anhydrous sodium sulfate; filtered and concentrated in vacuo to afford the title compound which was used without further characterization. MS (ES+) m/z: 328.2 (M+H).

후처리

  1. temperaturewas refluxed for 2 h
  2. washwashed with 1 M aqueous hydrochloric acid (80 mL) and brine (80 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-745855af126d45c8875c84be27f0362b
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08933236B2

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