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Hydrochloric Acid → Ethyl 7-(methanesulfonamido)heptanoate

HRID 258598
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반응식

HRID 258598 반응식
[H-].[Na+].[CH3:3][S:4]([NH2:7])(=[O:6])=[O:5].Br[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].Cl>O.CN(C)C=O.C1C=CC=CC=1>[CH3:3][S:4]([NH:7][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])(=[O:6])=[O:5]
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참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 72879MethanesulfonamideHCID 122490Ethyl 7-bromoheptanoate

생성물 1

HCID 12150839Ethyl 7-(methanesulfonamido)heptanoate

시약·촉매·용매 3

HCID 241Benzene용매
HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

A stirred suspension of sodium hydride (57%) (2.33 g., 0.055 mole) in a solvent mixture of benzene (50 ml.) and dimethylformamide (50 ml.) is treated, over 30 minutes with methanesulfonamide (4.75 g., 0.055 mole). This mixture is heated on the steam bath for 1.5 hours, then cooled to room temperature. At this temperature is added ethyl 7-bromoheptanoate (13 g., 0.055 mole) and the reaction is heated at 90° C. for twenty hours. The reaction is poured into water (200 ml.), neutralized with hydrochloric acid and extracted with ethyl acetate (2× 100 ml.). The ethyl acetate layer is washed with brine, dried over sodium sulfate, then concentrated in vacuo. The yield of ethyl 7-(methanesulfonamido)heptanoate is 7.1 g. (51%) boiling 165°-168°/0.1 mm.

후처리

  1. temperatureThis mixture is heated on the steam bath for 1.5 hours
  2. temperaturethe reaction is heated at 90° C. for twenty hours
  3. extractionextracted with ethyl acetate (2× 100 ml.)
  4. washThe ethyl acetate layer is washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customboiling 165°-168°

출처 및 근거

ORD 기록
ord-c1b9952190154832a4fdb7f2e99115bd
출처 데이터셋
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04033996

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