Methanol → Methyl 10,12-tricosadiynoate

HRID 865616

反応式

HRID 865616 の反応式
[C:1]([OH:25])(=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[C:11][C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].[CH3:26]O.S(=O)(=O)(O)O>CCOCC>[C:1]([O:25][CH3:26])(=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[C:11][C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 53845710,12-Tricosadiynoic Acid

生成物 1

HCID 9968876Methyl 10,12-tricosadiynoate収率 74%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

10,12-Tricosadiynoic acid (3.0 g, 0.0084 mol), methanol (15 ml) and concentrated sulfuric acid (0.8 ml) were heated to reflux and stirred for 1 hour. The cooled mixture was taken up in ether (40 ml) and washed with 10% NaHCO3 (20 ml) and water (20 ml), and the organic phase was dried (MgSO4). Evaporation of the solvent gave 2.68 g (74%) of the title compound. 1H NMR (60 MHz, CDCl3): δ 0.98 (m, 3H, CH3CH2), 1.28. (m, 28H, CH2), 2.25 (m, 6H, CH2), 3.70 (s, 3H, CH3O).

後処理

  1. temperatureto reflux
  2. washwashed with 10% NaHCO3 (20 ml) and water (20 ml)
  3. dry with materialthe organic phase was dried (MgSO4)
  4. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-ef2139a3be2942dc8ad136450ba0d121
出典データセット
uspto-grants-1996_10
特許番号
US05567413

関連ノート

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