Water → 2-Hexadecanoyloxyhexadecanoic acid

HRID 236477

反応式

HRID 236477 の反応式
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3]([OH:5])=[O:4].[C:20](Cl)(=[O:36])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].O>N1C=CC=CC=1>[C:20]([O:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3]([OH:5])=[O:4])(=[O:36])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

参加物

5

反応物 3

HCID 962WaterHCID 8206Palmitoyl chlorideHCID 928362-Hydroxyhexadecanoic acid

生成物 1

HCID 133718622-Hexadecanoyloxyhexadecanoic acid収率 90%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

α-Hydroxypalmitic acid (3.2 g) was dissolved in pyridine (15 ml), and palmitoyl chloride (3.3 g) was added thereto at 0° C. The resulting mixture was allowed to stand overnight at room temperature. The reaction mixture was poured into water and the aqueous solution was stirred at room temperature for 1 hour, followed by acidification with 1N hydrochloric acid, and extraction with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and concentrated to give a residue which was recrystallized from petroleum ether to afford crystals of 2-hexadecanoyloxyhexadecanoic acid (5.4 g). M.p. 55°-56° C.

後処理

  1. customat 0° C
  2. extractionfollowed by acidification with 1N hydrochloric acid, and extraction with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give a residue which
  7. customwas recrystallized from petroleum ether

出典と根拠

ORDレコード
ord-0b0c7c1525044b2f92dfe7f214498d11
出典データセット
uspto-grants-1987_02
特許番号
US04643990

関連ノート

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