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Methanol → (+/-)-2-(1-methyl-2,3-dihydro-1H-inden-1-yl)acetic acid

HRID 1912933
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HRID 1912933 반응식
[CH3:1][C:2]1([CH2:11][C:12]([O:14]CC)=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.CO.[OH-].[Na+]>O1CCCC1.O>[CH3:1][C:2]1([CH2:11][C:12]([OH:14])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86665180(+/-)-ethyl 2-(1-methyl-2,3-dihydro-1H-inden-1-yl)acetate

생성물 1

HCID 68752781(+/-)-2-(1-methyl-2,3-dihydro-1H-inden-1-yl)acetic acid수율 80.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran
용매

실험 절차

To a solution of the product from Example 131A (0.47 g, 2.1 mmol) in tetrahydrofuran (6 mL), water (3 mL), and methanol (6 mL) was added 5N NaOH aqueous solution (2.1 mL, 10.8 mmol). After stirring at room temperature for 4 hours, the reaction mixture was concentrated to half the volume, diluted with water (10 mL), washed with methylene chloride (10 mL), acidified to pH˜2 with aqueous 3N HCl solution, and extracted with methylene chloride (3×15 mL). The combined organic extracts were washed with H2O (50 mL), brine (50 mL), dried over MgSO4, filtered, and concentrates under reduced pressure to obtain 0.32 g of the title compound. MS (DCI/NH3) m/z 208 (M+NH4)+

후처리

  1. concentrationthe reaction mixture was concentrated to half the volume
  2. additiondiluted with water (10 mL)
  3. washwashed with methylene chloride (10 mL)
  4. extractionextracted with methylene chloride (3×15 mL)
  5. washThe combined organic extracts were washed with H2O (50 mL), brine (50 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-37ea14ba114f434cbb11e34c6cfe14f8
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08609669B2

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