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Toluene → HCID 60030467、化合物

HRID 497068
ノート
印刷プレビュー

反応式

HRID 497068 の反応式
[NH2:1][CH2:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH3:9].C1(C)C=CC=CC=1.C([O:19][C:20](=O)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]/[CH:28]=[CH:29]\[CH2:30]/[CH:31]=[CH:32]\[CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])C.[OH-].[Na+]>C(OCC)(=O)C.O>[CH3:9][N:5]1[CH2:6][CH2:7][CH2:8][CH:4]1[CH2:3][CH2:2][NH:1][C:20](=[O:19])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]/[CH:28]=[CH:29]\[CH2:30]/[CH:31]=[CH:32]\[CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1140TolueneHCID 14798Sodium HydroxideHCID 983882-(2-Aminoethyl)-1-methylpyrrolidineHCID 52821849,12-Octadecadienoic acid (9Z,12Z)-, ethyl ester

生成物 1

HCID 60030467HCID 60030467、化合物収率 44.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

Toluene (0.7 ml), dried using MS 4A, was mixed with 0.83 ml of a n-hexane solution of 15% Me3Al. With the mixture being cooled in an ice-methanol bath, 0.14 ml (0.98 mmol) of 2-(2-aminoethyl)-1-methylpyrrolidine was added dropwise over about 2 minutes. After stirring for 20 minutes, the temperature was raised to room temperature, and 0.4 ml of a toluene solution of 0.2 g (0.65 mmol) of linoleic acid ethyl ester was added dropwise over 1 minute. After stirring for 2 hours at 70° C., the mixture was cooled with ice, and 10 ml of a 1N NaOH solution was added dropwise (inner temperature 12˜27° C.). The mixture was stirred for 10 minutes, and water and ethyl acetate were added. Then, the mixture was separated into respective layers, and the organic layer was washed twice with 20 ml of a saturated aqueous solution of sodium chloride. After this layer was dried over anhydrous magnesium sulfate, it was concentrated under reduced pressure on a 30° C. water bath to obtain the captioned compound (yield 0.114 g). This compound was subjected to silica gel column chromatography (mobile phase: CHCl3:MeOH (19:1→9:1)) for purification. NMR and mass spectrum confirmed the purified compound to have the following structure:

後処理

  1. dry with materialToluene (0.7 ml), dried
  2. additionwas mixed with 0.83 ml of a n-hexane solution of 15% Me3Al
  3. temperatureWith the mixture being cooled in an ice-methanol bath
  4. stirringAfter stirring for 2 hours at 70° C.
  5. additionwas added dropwise (inner temperature 12˜27° C.)
  6. stirringThe mixture was stirred for 10 minutes
  7. customThen, the mixture was separated into respective layers
  8. washthe organic layer was washed twice with 20 ml of a saturated aqueous solution of sodium chloride
  9. dry with materialAfter this layer was dried over anhydrous magnesium sulfate, it
  10. concentrationwas concentrated under reduced pressure on a 30° C. water bath

出典と根拠

ORDレコード
ord-2ddcbe4017c94a6eb8e94258500bae63
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06949553B2

反応ノート

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