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Hydrochloric Acid → HCID 21317568, 화합물

HRID 1833487
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HRID 1833487 반응식
[H-].[Na+].[CH3:3][O:4][C:5](=[O:21])[CH:6]([S:17]([CH3:20])(=[O:19])=[O:18])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].[H][H].I[CH2:25][CH2:26][CH2:27][CH:28]([O:41][C:42](=[O:44])[CH3:43])[CH2:29][O:30][C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=1.Cl>CN(C)C=O.O.CCOCC>[CH3:20][S:17]([C:6]([C:5]([O:4][CH3:3])=[O:21])([CH2:25][CH2:26][CH2:27][CH:28]([O:41][C:42](=[O:44])[CH3:43])[CH2:29][O:30][C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:39])([F:40])[F:38])[CH:32]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])(=[O:19])=[O:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 21317577HCID 21317577, 화합물HCID 54054723Dimethyl-2-methylsulfonylazelateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 21317568HCID 21317568, 화합물수율 88%

시약·촉매·용매 3

HCID 962Water용매
HCID 3283Diethyl Ether용매
HCID 6228Dimethylformamide용매3회

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온도
5 °C

실험 절차

A 50% oil dispersion of sodium hydride (2.11 g., 0.044 mole) in mineral oil is washed with petroleum ether and then suspended in dry dimethylformamide (30 ml.) under a nitrogen atmosphere at room temperature. To this suspension is added a solution of dimethyl-2-methylsulfonyl-azelate (11.8 g., 0.04 mole) in dry dimethylformamide (30 ml.). After the evolution of hydrogen is completed, the mixture is cooled to 5° C. in an ice bath and a solution of 1-iodo-4-acetoxy-5-(3-trifluoromethylphenoxy)pentane (18.3 g., 0.044 mole) in dry dimethylformamide (30 ml.) is added dropwise. After 48 hours, ether is added to the reaction mixture to precipitate sodium iodide which is removed by filtration. The filtrate is concentrated in vacuo to give a residue which is diluted with water, acidified with 6N hydrochloric acid, an extracted with ether. The ether extracts are washed with water until neutral, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (20.5 g., 0.035 mole, 88%).

후처리

  1. customto precipitate sodium iodide which
  2. customis removed by filtration
  3. concentrationThe filtrate is concentrated in vacuo
  4. customto give a residue which
  5. extractionan extracted with ether
  6. washThe ether extracts are washed with water until neutral,
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-1a74a6fda13343da89fa0b240a2e6eea
출처 데이터셋
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04066675

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