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Ethyl bromoacetate → (1-Oxo-2,2-diethyl-6,7-dichloro-5-indanyloxy)acetic Acid

HRID 2083454
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HRID 2083454 반응식
[CH2:1]([C:3]1([CH2:16][CH3:17])[CH2:11][C:10]2[C:5](=[C:6]([Cl:14])[C:7]([Cl:13])=[C:8]([OH:12])[CH:9]=2)[C:4]1=[O:15])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:25][C:26]([O:28]CC)=[O:27].[OH-].[Na+]>CN(C=O)C.O>[O:15]=[C:4]1[C:5]2[C:10](=[CH:9][C:8]([O:12][CH2:25][C:26]([OH:28])=[O:27])=[C:7]([Cl:13])[C:6]=2[Cl:14])[CH2:11][C:3]1([CH2:1][CH3:2])[CH2:16][CH3:17]
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참가 물질

7

반응물 4

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 203584452,2-Diethyl-5-hydroxy-6,7-dichloro-1-indanone

생성물 1

HCID 20358467(1-Oxo-2,2-diethyl-6,7-dichloro-5-indanyloxy)acetic Acid

시약·촉매·용매 2

HCID 962Water용매
HCID 6228Dimethylformamide용매

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온도
55 °C

실험 절차

A stirred mixture of 2,2-diethyl-5-hydroxy-6,7-dichloro-1-indanone (3.6 g., 0.013 mole), potassium carbonate (4.2 g.) and ethyl bromoacetate (5 g.) in DMF (40 ml.) is warmed in an inert atmosphere at 55° C. for one hour, then treated with water (40 ml.) and 10N sodium hydroxide (6 ml.) and heated on a steam bath for 1.5 hours. The reaction mixture is poured into ice water (200 ml.), acidified, then extracted with ether, washed with water and dried over magnesium sulfate. Following evaporation of the ether the residue is crystallized from butyl chloride affording 1.3 g. of (1-oxo-2,2-diethyl-6,7-dichloro-5-indanyloxy)acetic acid which melts at 111° C.

후처리

  1. temperatureheated on a steam bath for 1.5 hours
  2. extractionextracted with ether
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporation of the ether the residue
  6. customis crystallized from butyl chloride affording 1.3 g

출처 및 근거

ORD 기록
ord-22e69595211944f0a5f9a39a5ab5b838
출처 데이터셋
uspto-grants-1978_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04085219

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