Ethyl 2-methylacetoacetate → 5-Ethyloxycarbonyl-5-methyl-6-oxo-1-heptanesulfonic acid

HRID 1039016

反応式

HRID 1039016 の反応式
[CH2:1]1[CH2:8][O:7][S:4](=[O:6])(=[O:5])[CH2:3][CH2:2]1.[CH3:9][CH:10]([C:16]([CH3:18])=[O:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12].C(O[K])(C)(C)C>C(O)(C)(C)C>[CH2:14]([O:13][C:11]([C:10]([CH3:9])([C:16](=[O:17])[CH3:18])[CH2:8][CH2:1][CH2:2][CH2:3][S:4]([OH:7])(=[O:6])=[O:5])=[O:12])[CH3:15]

参加物

5

反応物 3

HCID 701Ethyl 2-methylacetoacetateHCID 154111,4-Butane sultoneHCID 178418922HCID 178418922、化合物

生成物 1

HCID 580840065-Ethyloxycarbonyl-5-methyl-6-oxo-1-heptanesulfonic acid収率 75%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

0.35 ml (3.47 mmol) of 1,4-butane sultone were added to a mixture of 0.49 ml (3.47 mmol) ethyl 2-methylacetoacetate and 513 mg (4.2 mmol) of tert-BuOK in 12 ml tert-butanol and refluxed for 15 hours. The formed precipitate was filtered and washed with hexane to yield 730 mg of 5-ethyloxycarbonyl-5-methyl-6-oxo-1-heptanesulfonic acid. δH (200 MHz, DMSO-d6): 4.12 (2H, q, 7.1, 14.2 Hz, OCH2), 3.97 (2H, t, 5.8 Hz, CH2SO3H), 2.10 (3H, s, COCH3), 1.78-1.41 (4H, m, CH2), 1.24-1.01 (2H, m, CH2), 1.22 (3H, s, CCH3), 1.17 (3H, t, 7.3 Hz, CH2CH3).

後処理

  1. temperaturerefluxed for 15 hours
  2. filtrationThe formed precipitate was filtered
  3. washwashed with hexane

出典と根拠

ORDレコード
ord-74ab68c4995c40d3a5588556d16b8191
出典データセット
uspto-grants-2013_10
特許番号
US08552027B2

関連ノート

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