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Eicosanoic Acid → Eicosanoyl chloride

HRID 514286
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HRID 514286 반응식
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[C:7](O)(=O)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]CC>CN(C=O)C.ClCCl>[C:2]([Cl:4])(=[O:3])[CH2:1][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH3:7]
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참가 물질

5

반응물 2

HCID 10467Eicosanoic AcidHCID 65578Oxalyl chloride

생성물 1

HCID 9862365Eicosanoyl chloride수율 100.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

Oxalyl chloride (2.67 ml, 0.0191 mol) was added drop-wise to a mixture of Arachidic acid (6.0 g, 0.0211 mol) and DMF (4 drops) in dichloromethane (50 ml) at 0° C. After the addition was completed, the reaction mixture was stirred at 0° C. for 30 minutes and then stirred at 25° C. for 1 hour, the reaction mixture was partitioned between dichloromethane and water, and the aqueous layer was extracted with dichloromethane. The combined organic extracts were washed with brine, then dried with sodium sulphate and concentrated in vacuo to provide the desired product (6.35 g, 100% yield) as a solid which was not purified any further.

후처리

  1. additionAfter the addition
  2. stirringstirred at 25° C. for 1 hour
  3. customthe reaction mixture was partitioned between dichloromethane and water
  4. extractionthe aqueous layer was extracted with dichloromethane
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried with sodium sulphate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f5f6671ad908457abd09f8683567ffdf
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09107911B2

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