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Acetone → (2-isopropyl-2,3-dihydro-1H-isoindol-1-yl)-acetic acid methyl ester

HRID 456479
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HRID 456479 반응식
[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][NH:6]1.[CH3:15][C:16]([CH3:18])=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClC(Cl)C.[OH-].[Na+]>[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][N:6]1[CH:16]([CH3:18])[CH3:15]
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참가 물질

6

반응물 3

HCID 180AcetoneHCID 5049666Sodium triacetoxyborohydrideHCID 58777828Methyl 2-(isoindolin-1-yl)acetate

생성물 1

HCID 69219063(2-isopropyl-2,3-dihydro-1H-isoindol-1-yl)-acetic acid methyl ester

시약·촉매·용매 2

HCID 63651,1-Dichloroethane용매HCID 14798Sodium Hydroxide
용매

실험 절차

To the compound obtained from Step A (0.50 g, 2.61 mmol) in dichloroethane (46 mL) was added acetone (1.76 mL, 24.01 mmol) and sodium triacetoxyborohydride (2.48 g., 11.74 mmol). After 6 hours, the mixture was diluted with 1.0N NaOH (100 mL), and the organic portion was separated. The aqueous layer was extracted with DCM (3×100 mL). The combined DCM extracts were dried (MgSO4) and concentrated to dryness to afford about 0.60 g (99%). EIS-MS 235 [M+1].

후처리

  1. customthe organic portion was separated
  2. extractionThe aqueous layer was extracted with DCM (3×100 mL)
  3. dry with materialThe combined DCM extracts were dried (MgSO4)
  4. concentrationconcentrated to dryness
  5. customto afford about 0.60 g (99%)

출처 및 근거

ORD 기록
ord-e82a5906b4ff4eb5ae5943fa2e17d007
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07186715B2

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