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Sulfamic Acid → 3-Cyclopentyloxy-6-fluoro-4-methoxybenzoic acid

HRID 1092824
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HRID 1092824 반응식
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:12]([F:17])=[CH:13][C:14]=2[O:15][CH3:16])[CH:10]=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1.S(=O)(=O)([OH:20])N.Cl([O-])=O.[Na+]>C(O)(=O)C.O>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:12]([F:17])=[CH:13][C:14]=2[O:15][CH3:16])[C:10]([OH:20])=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

6

반응물 3

HCID 5987Sulfamic AcidHCID 221457953-Cyclopentyloxy-6-fluoro-4-methoxybenzaldehydeHCID 23668197Sodium Chlorite

생성물 1

HCID 221458483-Cyclopentyloxy-6-fluoro-4-methoxybenzoic acid수율 58.9%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water
용매
2회

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온도
0 °C

실험 절차

A solution of 3-cyclopentyloxy-6-fluoro-4-methoxybenzaldehyde (1.4 g) in glacial acetic acid (20 mL) is treated with sulfamic acid (0.82 g) at room temperature and stirred for 10 minutes. The resulting yellow solution is cooled to 0° C. and treated with a solution of sodium chlorite (0.69 g of an 80% pure sample) in water (20 mL) during 10 minutes. The resulting yellow suspension is stirred at room temperature for 3 hours, poured into water (100 mL) and filtered to give 3-cyclopentyloxy-6-fluoro-4-methoxybenzoic acid (0.88 g), in the form of a white solid. [NMR (CDCl3): 7.46 (d, 1H, J=8 Hz), 6.65 (d, 1H, J=12 Hz), 4.80-0.76 (m, 1H), 3.90 (s, 3H), 2.01-1.58 (m, 8H)].

후처리

  1. stirringThe resulting yellow suspension is stirred at room temperature for 3 hours
  2. filtrationfiltered

출처 및 근거

ORD 기록
ord-5772c435a6634cf89eba82416b6d6bf5
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129537B2

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