Triethylamine → HCID 21024035、化合物

HRID 1446638ノート

反応式

HRID 1446638 の反応式
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]

参加物

8

反応物 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

生成物 1

HCID 21024035HCID 21024035、化合物収率 94.2%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-04733aa478b0485d94d45259c56884b1
出典データセット
uspto-grants-2010_02
特許番号
US07667052B2

反応ノート

読み込み中…