Potassium Hydroxide → HCID 44549142、化合物

HRID 2238436ノート

反応式

HRID 2238436 の反応式
[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

参加物

6

反応物 2

HCID 14797Potassium HydroxideHCID 44549141HCID 44549141、化合物

生成物 1

HCID 44549142HCID 44549142、化合物収率 108.5%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b489df451d704e20a1e694ffa81e9f55
出典データセット
uspto-grants-2010_05
特許番号
US07718688B2

反応ノート

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