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Methanol → HCID 118061920, 화합물

HRID 920757
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HRID 920757 반응식
[F:1][CH:2]([F:13])[O:3][CH2:4][C@@H:5]1[CH2:8][CH2:7][C@H:6]1[C:9]([O:11]C)=[O:10].CO.[OH-].[Na+]>O>[F:1][CH:2]([F:13])[O:3][CH2:4][C@@H:5]1[CH2:8][CH2:7][C@H:6]1[C:9]([OH:11])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 118069263HCID 118069263, 화합물

생성물 1

HCID 118061920HCID 118061920, 화합물수율 86.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of Intermediate 241A (100 mg, 0.515 mmol) in a 1:0.3:1THF:MeOH:water was added NaOH (41.2 mg, 1.030 mmol) and the resulting solution was stirred at RT for 12 h. The volatiles were removed under reduced pressure and the aqueous layer was washed with ethyl acetate. The pH of the aqueous layer was adjusted to 4 by adding an aqueous solution of 1.5 N HCl and extracted with ethyl acetate (3×10 mL) The combined organic layer was dried over Na2SO4 and evaporated under vacuum to afford Intermediate 241B as yellow sticky liquid (80 mg, 86%). 1H NMR (300 MHz, DMSO-d6) δ ppm 12.10 (s, 1H), 6.35-6.95 (m, 1H), 3.74-3.89 (m, 2H), 2.85 (q, J=8.70 Hz, 1H) 2.63-2.77 (m, 1H) 1.95-2.10 (m, 4H).

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후처리

  1. customThe volatiles were removed under reduced pressure
  2. washthe aqueous layer was washed with ethyl acetate
  3. additionby adding an aqueous solution of 1.5 N HCl
  4. extractionextracted with ethyl acetate (3×10 mL) The combined organic layer
  5. dry with materialwas dried over Na2SO4
  6. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-006b4165109f41cc89a8928e34e29596
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273058B2

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