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Hydrochloric Acid → 2-Ethoxy-6-pentadecylbenzoic Acid

HRID 2055889
ノート
印刷プレビュー

反応式

HRID 2055889 の反応式
[CH2:1]([O:3][C:4]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:5]=1[C:6]([O:8]CC)=[O:7])[CH3:2].CC(C)([O-])C.[K+].CCCCCC.C(OCC)(=O)C.Cl>CS(C)=O>[CH2:1]([O:3][C:4]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:5]=1[C:6]([OH:8])=[O:7])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 21226206Ethyl acetate hexaneHCID 22574569Ethyl 2-Ethoxy-6-pentadecylbenzoateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 684514982-Ethoxy-6-pentadecylbenzoic Acid収率 80%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide
溶媒

反応条件

温度
68 °C

実験手順

To a stirred solution of Ethyl 2-Ethoxy-6-pentadecylbenzoate (20 g, 240 mmol) in dimethyl sulfoxide (80 mL) was added potassium tert-butoxide (20 g, 890 mmol) in portions. The solution was heated to 68° C. on a water bath for 3 h, the reaction was monitored by TLC using a hexane-ethyl acetate (9:1) solvent system. The reaction mass was cooled to 15° C., poured into ice water, and then acidified with 10% dilute hydrochloric acid. The precipitated solid was filtered and washed thoroughly with distilled water, and the crude mass was recrystallized in petroleum ether (50 mL) to yield an off-white solid of 2-Ethoxy-6-pentadecylbenzoic Acid (15 g, 80%).

後処理

  1. temperatureThe reaction mass was cooled to 15° C.
  2. filtrationThe precipitated solid was filtered
  3. washwashed thoroughly with distilled water
  4. customthe crude mass was recrystallized in petroleum ether (50 mL)

出典と根拠

ORDレコード
ord-6d43408b3cf44e42a5cb4e2d23bc00f8
出典データセット
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07332629B2

反応ノート

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