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Triethylamine → Diisopropyl P-[[(2-chloro-6-methylphenyl)sulfonyloxy]methyl]phosphonate

HRID 1440731
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HRID 1440731 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[S:9](Cl)(=[O:11])=[O:10].[OH:13][CH2:14][P:15](=[O:24])([O:20][CH:21]([CH3:23])[CH3:22])[O:16][CH:17]([CH3:19])[CH3:18].C(N(CC)CC)C>CCOCC.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[S:9]([O:13][CH2:14][P:15](=[O:24])([O:16][CH:17]([CH3:19])[CH3:18])[O:20][CH:21]([CH3:23])[CH3:22])(=[O:10])=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 10867235Diisopropyl hydroxymethylphosphonateHCID 157253702-Chloro-6-methylbenzene-1-sulfonyl chloride

생성물 1

HCID 18981636Diisopropyl P-[[(2-chloro-6-methylphenyl)sulfonyloxy]methyl]phosphonate수율 91.6%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회
HCID 8857
Ethyl Acetate
용매

실험 절차

A solution of 21.7 g of 2-chloro-6-methylbenzenesulfonyl chloride dissolved in 40 ml of ether was added dropwise over 90 minutes to a mixture of 20.6 g of diisopropyl P-(hydroxymethyl)-phosphonate, (Example 17), 80 ml of ether, and 15.4 ml of triethylamine. The addition was mildly exothermic and the reaction was cooled using a cool water bath (no ice). The reaction was allowed to stir overnight at room temperature and then was diluted with 300 ml of ethyl acetate, washed with three 100 ml portions of water, the organic phase dried with magnesium sulfate, filtered and concentrated under reduced pressure to yield 34.0 g of the desired product as a yellow oil.

후처리

  1. additionThe addition
  2. temperaturethe reaction was cooled
  3. washwashed with three 100 ml portions of water
  4. dry with materialthe organic phase dried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-18758ff92e434d04b7229504b6cb1aba
출처 데이터셋
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05500405

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