Sodium Hydroxide → HCID 21883628, 화합물

HRID 722305노트

반응식

HRID 722305 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[O:22])[C:5]2[O:10][CH:9]([C:11]([F:14])([F:13])[F:12])[C:8]([C:15]([O:17]CC)=[O:16])=[CH:7][C:6]=2[CH:20]=1.[OH-].[Na+]>C1COCC1.CCO.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[O:22])[C:5]2[O:10][CH:9]([C:11]([F:13])([F:14])[F:12])[C:8]([C:15]([OH:17])=[O:16])=[CH:7][C:6]=2[CH:20]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 21883599HCID 21883599, 화합물

생성물 1

HCID 21883628HCID 21883628, 화합물수율 61.5%

시약·촉매·용매 1

HCID 18504229Ethanol tetrahydrofuran water용매

실험 절차

To a stirred solution of the ester (Step 3)(0.284 g, 0.849 mmol) in THF:EtOH:H2O (7:2:1, 5 mL) was added aqueous NaOH solution (0.41 mL of 2.5 M, 1.02 mmol). After stirring 40 hours, the reaction was partially concentrated in vacuo to remove the organic solvents, diluted with H2O, washed with diethyl ether, sparged with nitrogen to remove trace diethyl ether, and acidified with concentrated HCl yielding a suspension. Vacuum filtration of the suspension yielded the title compound as a pale yellow powder (0.160 g, 23%) mp 243.3–252.4° C. 1H NMR (acetone-d6/300 MHz) 10.39 (s, 1H), 7.98 (s, 1H), 7.88 (d, 1H, J=2.6 Hz), 7.75 (d, 1H, J=2.6 Hz), 6.08 (q, 1H, J=6.9 Hz). FABLRMS m/z 307 (M+H). ESHRMS m/z 304.9839 (M−H, Calc'd 304.9828). Anal. Calc'd for C12H6Cl1F3O4: C, 47.01; H, 1.97. Found: C, 46.64; H,1.86.

후처리

  1. concentrationthe reaction was partially concentrated in vacuo
  2. customto remove the organic solvents
  3. additiondiluted with H2O
  4. washwashed with diethyl ether
  5. customsparged with nitrogen
  6. customto remove trace diethyl ether
  7. filtrationVacuum filtration of the suspension

출처 및 근거

ORD 기록
ord-471404f6cea14e50950fe861bf58fcd8
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138411B2

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