Pyridine → 4-(3-Methyl-5-phenyl-pentyloxycarbonyloxy)-undecanoic acid 2-naphthalen-2-yl-2-oxo-ethyl ester

HRID 1384415ノート

反応式

HRID 1384415 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11](=[O:27])[CH2:12][O:13][C:14](=[O:26])[CH2:15][CH2:16][CH:17]([OH:25])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].N1C=CC=CC=1.[CH3:34][CH:35]([CH2:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH2:36][CH2:37][OH:38].Cl[C:48]([O-])=[O:49]>C1COCC1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11](=[O:27])[CH2:12][O:13][C:14](=[O:26])[CH2:15][CH2:16][CH:17]([O:25][C:48]([O:38][CH2:37][CH2:36][CH:35]([CH3:34])[CH2:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:49])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

参加物

5

反応物 3

HCID 1049PyridineHCID 211868244-Hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl esterHCID 867571413-Methyl-5-phenyl-pentanol chloroformate

生成物 1

HCID 541043384-(3-Methyl-5-phenyl-pentyloxycarbonyloxy)-undecanoic acid 2-naphthalen-2-yl-2-oxo-ethyl ester収率 88%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 4.00 g of 4-hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl ester and 1.71 g of pyridine in 20 ml of THF, a solution of 2.91 g of 3-methyl-5-phenyl-pentanol-chloroformate in 10 ml of THF was dropped in at 0° C. The mixture was stirred for 3 hours at room temperature. Then, the reaction mixture was quenched with water and extracted with ether. The organic phase was washed with 2N HCl, saturated sodium bicarbonate, and water. Then, the mixture was dried, filtered, and evaporated to dryness. The resulting yellow oil was purified by chromatography to yield 5.46 g of a colorless oil.

後処理

  1. customThen, the reaction mixture was quenched with water
  2. extractionextracted with ether
  3. washThe organic phase was washed with 2N HCl, saturated sodium bicarbonate, and water
  4. customThen, the mixture was dried
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe resulting yellow oil was purified by chromatography

出典と根拠

ORDレコード
ord-d7e18d01bfdf4e978b73d821399304bc
出典データセット
uspto-grants-2001_07
特許番号
US06258854B1

反応ノート

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