Triethylamine → [(2,4,6-Triisopropyl-phenyl)-acetyl]-sulfamic acid 4-(3-dimethylamino-propoxy)-2,6-diisopropyl-phenyl ester

HRID 2289686노트

반응식

HRID 2289686 반응식
[H-].[Na+].[OH:3][C:4]1[CH:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[C:7]([O:13][S:14](=[O:35])(=[O:34])[NH:15][C:16](=[O:33])[CH2:17][C:18]2[C:23]([CH:24]([CH3:26])[CH3:25])=[CH:22][C:21]([CH:27]([CH3:29])[CH3:28])=[CH:20][C:19]=2[CH:30]([CH3:32])[CH3:31])=[C:6]([CH:36]([CH3:38])[CH3:37])[CH:5]=1.C(N(CC)CC)C.Cl.[CH3:47][N:48]([CH3:53])[CH2:49][CH2:50][CH2:51]Cl>CN(C)C=O.O1CCCC1.C(OCC)C>[CH3:47][N:48]([CH3:53])[CH2:49][CH2:50][CH2:51][O:3][C:4]1[CH:5]=[C:6]([CH:36]([CH3:38])[CH3:37])[C:7]([O:13][S:14](=[O:35])(=[O:34])[NH:15][C:16](=[O:33])[CH2:17][C:18]2[C:19]([CH:30]([CH3:32])[CH3:31])=[CH:20][C:21]([CH:27]([CH3:28])[CH3:29])=[CH:22][C:23]=2[CH:24]([CH3:25])[CH3:26])=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:9]=1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 24758Sodium hydrideHCID 943083-(Dimethylamino)propyl chloride hydrochlorideHCID 10142635[(2,4,6-Triisopropyl-phenyl)-acetyl]-sulfamic acid 4-hydroxy-2,6-diisopropyl-phenyl ester

생성물 1

HCID 10168301[(2,4,6-Triisopropyl-phenyl)-acetyl]-sulfamic acid 4-(3-dimethylamino-propoxy)-2,6-diisopropyl-phenyl ester수율 31.4%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

Solid sodium hydride (0.16 g, 4 mmol) was added to a solution of [(2,4,6-triisopropyl-phenyl)-acetyl]-sulfamic acid 4-hydroxy-2,6-diisopropyl-phenyl ester (1.0 g, 1.9 mmol) in 50 mL of N,N-dimethylformamide. The resulting mixture was stirred for 1 hour before a mixture of triethylamine (1.08 mL, 7.8 mmol) and 3-dimethylaminopropylchloride hydrochloride (1.22 g, 3.9 mmol) in 75 mL tetrahydrofuran was added dropwise. The resulting mixture was stirred for 16 hours and then concentrated in vacuo. The residue was partitioned between saturated citric acid and dichloromethane. The organic layer was dried over magnesium sulfate, filtered, and concentrated to give an oily solid. Trituration with a small amount of diethyl ether gave 0.36 g of [(2,4,6-Triisopropyl-phenyl)-acetyl]-sulfamic acid 4-(3-dimethylamino-propoxy)-2,6-diisopropyl-phenyl ester as a white foam.

후처리

  1. additionwas added dropwise
  2. concentrationconcentrated in vacuo
  3. customThe residue was partitioned between saturated citric acid and dichloromethane
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give an oily solid

출처 및 근거

ORD 기록
ord-ed8a7975289e44e49e187b0fb7b5a82c
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06093744

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