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2-Bromo-2'-acetonaphthone → 4-Hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl ester

HRID 1384414
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HRID 1384414 반응식
Br[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)=[O:4].[Na+].[OH:16][CH:17]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:18][CH2:19][C:20]([O-:22])=[O:21]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C=O.CCOCC>[CH:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:13]=[CH:14][C:5]=1[C:3](=[O:4])[CH2:2][O:22][C:20](=[O:21])[CH2:19][CH2:18][CH:17]([OH:16])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]
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참가 물질

6

반응물 2

HCID 691792-Bromo-2'-acetonaphthoneHCID 23710311Sodium 4-hydroxyundecanoate

생성물 1

HCID 211868244-Hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl ester수율 26.6%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 3283Diethyl Ether용매
HCID 6228
Dimethylformamide
용매

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온도
50 °C

실험 절차

A suspension of 20.00 g of 2-bromo-2′-acetonaphtone, 18.01 g of 4-hydroxy-undecanoic acid sodium salt, and 0.5 g of tetrabutylammonium bromide in 180 ml of dimethylformamide was stirred for 6 hours at 50° C. Then, the reaction mixture was diluted with ether and washed with water, 2N HCl, saturated sodium bicarbonate, and brine. Then, the mixture was dried, filtered, and evaporated to dryness. The resulting solid was purified by recrystallization to yield 7.92 g of colorless crystals.

후처리

  1. washwashed with water, 2N HCl, saturated sodium bicarbonate, and brine
  2. customThen, the mixture was dried
  3. filtrationfiltered
  4. customevaporated to dryness
  5. customThe resulting solid was purified by recrystallization

출처 및 근거

ORD 기록
ord-5d944f93216e431c903ea25801bde7b8
출처 데이터셋
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06258854B1

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