Triethylamine → N-cyclopentyl-2-methylfuran-3-hydroxamic acid

HRID 1730813ノート

反応式

HRID 1730813 の反応式
C(N(CC)CC)C.Cl.[CH:9]1([NH:14][OH:15])[CH2:13][CH2:12][CH2:11][CH2:10]1.[CH3:16][C:17]1[O:18][CH:19]=[CH:20][C:21]=1[C:22](Cl)=[O:23]>C1C=CC=CC=1>[CH:9]1([N:14]([C:22]([C:21]2[CH:20]=[CH:19][O:18][C:17]=2[CH3:16])=[O:23])[OH:15])[CH2:13][CH2:12][CH2:11][CH2:10]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27598502-Methylfuran-3-carbonyl chlorideHCID 21496528N-cyclopentylhydroxylamine hydrochloride

生成物 1

HCID 21496529N-cyclopentyl-2-methylfuran-3-hydroxamic acid

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

30 Parts of triethylamine is added to a suspension of 20 parts of N-cyclopentylhydroxylamine hydrochloride in 300 parts of benzene and the whole is stirred for 1 hour. At room temperature, 10 parts of 2-methylfuran-3-carboxylic chloride is dripped in. After the mixture has been stirred for a further 3 hours it is suction filtered, the residue is washed with benzene, and the organic phase is washed with water, dried with sodium sulfate and evaporated. There is obtained 25 parts of N-cyclopentyl-2-methylfuran-3-hydroxamic acid in the form of an oil. This oil is dissolved in 300 parts of dichloromethane; while stirring and at room temperature, 16 parts of sodium hydroxide in 70 parts of water, and 26 parts of dimethyl sulfate are added to the solution. After the mixture has been stirred for 2 hours the organic phase is separated, washed with water until neutral and dried with anhydrous sodium sulfate. Distillation gives 21 parts of O-methyl-N-cyclopentyl-2-methylfuran- 3-hydroxamic acid having a boiling point at 0.01 mm Hg of 104° to 108° C and the refractive index nD25 : 1.5073. ##SPC14##

後処理

  1. customAt room temperature
  2. stirringAfter the mixture has been stirred for a further 3 hours it
  3. filtrationfiltered
  4. washthe residue is washed with benzene
  5. washthe organic phase is washed with water
  6. dry with materialdried with sodium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-fde7138661a444c3a0850e0d1c477f10
出典データセット
uspto-grants-1976_11
特許番号
US03993772

反応ノート

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