Triethylamine → HCID 21024035, 화합물

HRID 1446638노트

반응식

HRID 1446638 반응식
Cl[CH2:2][C:3]([O:5][C:6](=[O:9])[CH2:7][Cl:8])=O.CN(C1C=CC=CN=1)C.[CH2:19]([O:21][CH:22]([O:24][CH:25]1[CH2:37][CH2:36][C:35]([O:39][CH:40]([O:42][CH2:43][CH3:44])[CH3:41])(C)[CH:34](O)C=[CH:32][CH:31]([CH3:46])[CH:30](/[C:47](/[CH3:68])=[CH:48]/[CH:49]=[CH:50]/[CH:51]([CH3:67])[CH2:52][CH:53]2[O:66][CH:54]2[CH:55]([CH3:65])[CH:56]([O:59][CH:60]([O:62][CH2:63][CH3:64])[CH3:61])[CH2:57][CH3:58])[O:29][C:27](=[O:28])[CH2:26]1)[CH3:23])[CH3:20].C(N(CC)CC)C>ClCCl.O.C(OCC)(=O)C>[Cl:8][CH2:7][C:6]([O:5][CH:3]1[C:35]([O:39][CH:40]([O:42][CH2:43][CH3:44])[CH3:41])([CH3:34])[CH2:36][CH2:37][CH:25]([O:24][CH:22]([O:21][CH2:19][CH3:20])[CH3:23])[CH2:26][C:27]([O:29][CH:30](/[C:47](/[CH3:68])=[CH:48]/[CH:49]=[CH:50]/[CH:51]([CH3:67])[CH2:52][CH:53]2[O:66][CH:54]2[CH:55]([CH3:65])[CH:56]([O:59][CH:60]([O:62][CH2:63][CH3:64])[CH3:61])[CH2:57][CH3:58])[CH:31]([CH3:46])[CH:32]=[CH:2]1)=[O:28])=[O:9]

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 10946Chloroacetic anhydrideHCID 218852-DimethylaminopyridineHCID 21023947(8E,12E,14E)-3,6,21-Tri(1-ethoxyethoxy)-7-hydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide

생성물 1

HCID 21024035HCID 21024035, 화합물수율 94.2%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

A solution of chloroacetic anhydride (21.5 mmol, 0.122 mmol) and dimethylaminopyridine (1.2 mg, 10 μmol) in dichloromethane (0.5 mL) were added to a solution of (8E,12E,14E)-3,6,21-tri(1-ethoxyethoxy)-7-hydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide (17.4 mg, 24.4 μmol) and triethylamine (25 mg, 0.244 mmol) in dichloromethane (2 mL) at room temperature, followed by stirring at the same temperature for one hour. Ethyl acetate and water were added to the reaction solution, and the mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, filtered and then evaporated. The resulting residue was purified by silica gel column chromatography (Kanto silica gel 60N, 40 to 50 μm, ethyl acetate-hexane=1:4) to obtain the declared compound (18.1 mg, 94%) as a colorless oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe resulting residue was purified by silica gel column chromatography (Kanto silica gel 60N, 40 to 50 μm, ethyl acetate-hexane=1:4)

출처 및 근거

ORD 기록
ord-04733aa478b0485d94d45259c56884b1
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07667052B2

반응 노트

불러오는 중…