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Hydrochloric Acid → Ethyl 7-(methanesulfonamido)heptanoate

HRID 258598
ノート
印刷プレビュー

反応式

HRID 258598 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

HCID 12150839Ethyl 7-(methanesulfonamido)heptanoate

試薬・触媒・溶媒 3

HCID 241Benzene溶媒
HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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°

出典と根拠

ORDレコード
ord-c1b9952190154832a4fdb7f2e99115bd
出典データセット
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04033996

反応ノート

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