Potassium Hydroxide → HCID 44549142, 화합물

HRID 2238436노트

반응식

HRID 2238436 반응식
[OH-].[K+].[CH2:3]([N:10]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[S:11]([C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][C:20]([C:24]([O:26]C)=[O:25])=[CH:21]2)=[CH:16][CH:15]=1)(=[O:13])=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO.O.C(Cl)Cl>[CH2:28]([N:10]([CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[S:11]([C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][C:20]([C:24]([OH:26])=[O:25])=[CH:21]2)=[CH:16][CH:15]=1)(=[O:12])=[O:13])[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

참가 물질

6

반응물 2

HCID 14797Potassium HydroxideHCID 44549141HCID 44549141, 화합물

생성물 1

HCID 44549142HCID 44549142, 화합물수율 108.5%

시약·촉매·용매 3

HCID 887Methanol용매2회HCID 962Water용매2회HCID 6344Dichloromethane용매2회

실험 절차

A solution of KOH (720 mg, 12.8 mmol) in MeOH (5 mL) and H2O (2 mL) was added dropwise to a solution of 209 (1.90 g, 4.27 mmol) in MeOH (10 mL) and CH2Cl2 (15 mL). After 48 h at room temperature CH2Cl2 and H2O were added. The aqueous layer was separated and acidified to pH 2 with 2 M HCl. The resulting white precipitate was collected, dissolved in CH2Cl2, and the solution was washed with H2O and brine. The CH2Cl2 layer was dried, the solvent was evaporated, and the residue was dried in a vacuum desiccator. Recrystallization from CH2Cl2/petroleum ether gave 7-[(dibenzylamino)sulfonyl]-2-naphthoic acid (210) (2.00 g, 99%) as colorless crystals: mp 189-190° C.; 1H NMR (CDCl3) 8 (CO2H not observed) 8.76 (s, 1H), 8.47 (s, 1H), 8.29 (dd, J=8.6, 1.5 Hz, 1H), 8.01 (d, J=8.8 Hz, 1H), 7.92 (dd, J=8.7, 1.8 Hz, 1H), 7.23-7.15 (m, 6H), 7.12-7.05 (m, 4H), 5.29 (s, 1H), 4.42 (s, 4H); 13C NMR δ 170.8, 139.0, 137.0, 135.4, 133.1, 131.4, 129.7, 129.3, 128.6, 128.5, 128.4, 128.2, 128.1, 127.8, 125.3, 50.7. Anal. (C25H21NO4S) C, H, N.

후처리

  1. customThe aqueous layer was separated
  2. customThe resulting white precipitate was collected
  3. dissolutiondissolved in CH2Cl2
  4. washthe solution was washed with H2O and brine
  5. dry with materialThe CH2Cl2 layer was dried
  6. customthe solvent was evaporated
  7. customthe residue was dried in a vacuum desiccator
  8. customRecrystallization from CH2Cl2/petroleum ether

출처 및 근거

ORD 기록
ord-b489df451d704e20a1e694ffa81e9f55
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718688B2

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