Triethylamine → HCID 86604547、化合物

HRID 1446646ノート

反応式

HRID 1446646 の反応式
ClC(O[C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=O.[CH2:14]([O:16][CH:17]([O:19][CH:20]1[CH2:32][CH2:31][C:30]([O:34][CH:35]([O:37][CH2:38][CH3:39])[CH3:36])([CH3:33])[CH:29]([OH:40])[CH:28]=[CH:27][CH:26]([CH3:41])[CH:25](/[C:42](/[CH3:63])=[CH:43]/[CH:44]=[CH:45]/[CH:46]([CH3:62])[CH2:47][CH:48]2[O:61][CH:49]2[CH:50]([CH3:60])[CH:51]([O:54][CH:55]([O:57][CH2:58][CH3:59])[CH3:56])[CH2:52][CH3:53])[O:24][C:22](=[O:23])[CH2:21]1)[CH3:18])[CH3:15].C(N(CC)CC)C.CN(C1C=CC=CN=1)C.[C:80](=O)([OH:82])[O-:81].[Na+]>ClCCl.O.C(OCC)(=O)C>[CH2:14]([O:16][CH:17]([O:19][CH:20]1[CH2:32][CH2:31][C:30]([O:34][CH:35]([O:37][CH2:38][CH3:39])[CH3:36])([CH3:33])[CH:29]([O:40][C:5]2[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=2)[CH:28]=[CH:27][CH:26]([CH3:41])[CH:25](/[C:42](/[CH3:63])=[CH:43]/[CH:44]=[CH:45]/[CH:46]([CH3:62])[CH2:47][CH:48]2[O:61][CH:49]2[CH:50]([CH3:60])[CH:51]([O:54][CH:55]([O:57][CH2:58][CH3:59])[CH3:56])[CH2:52][CH3:53])[O:24][C:22](=[O:23])[CH:21]1[C:80]([OH:82])=[O:81])[CH3:18])[CH3:15]

参加物

9

反応物 5

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 821294-Nitrophenyl chloroformateHCID 516892Sodium BicarbonateHCID 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 86604547HCID 86604547、化合物

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 4-nitrophenyl chloroformate (62 mg, 300 μmol) in dichloromethane (2.5 mL) was added dropwise into 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 (35 mg, 49.2 μmol), triethylamine (61 mg, 600 μmol) and dimethylaminopyridine (4 mg, 30 μmol) in dichloromethane (2.5 mL), followed by stirring at room temperature for 2.5 hours under nitrogen atmosphere. Ethyl acetate, water and saturated sodium bicarbonate aqueous solution were added to the reaction mixture, and the mixture was extracted with ethyl acetate, then the organic layer was washed with water. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered and then evaporated to give the title crude compound (92.2 mg) as a yellow oil. This was used for the following reaction without purification.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washthe organic layer was washed with water
  3. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-b4785036456d42debeffea309a35afb9
出典データセット
uspto-grants-2010_02
特許番号
US07667052B2

反応ノート

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