1,6-Dibromohexane → 1-Bromo-6-[3-(octadecyloxy)propoxy]hexane

HRID 1085377

反応式

HRID 1085377 の反応式
[CH2:1]([O:19][CH2:20][CH2:21][CH2:22][OH:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[Br:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]Br.[OH-].[Na+]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.C1(C)C=CC=CC=1>[Br:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][O:23][CH2:22][CH2:21][CH2:20][O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

参加物

6

反応物 3

HCID 123681,6-DibromohexaneHCID 14798Sodium HydroxideHCID 5553033-Octadecyloxypropanol

生成物 1

HCID 200621241-Bromo-6-[3-(octadecyloxy)propoxy]hexane収率 32.6%

試薬・触媒・溶媒 2

HCID 8154Hexadecyltrimethylammonium chloride触媒HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

3-(Octadecyloxy)propanol (5.0 g), 1,6-dibromohexane (11.1 g) and cetyltrimethylammonium chloride (0.97 g) are added to toluene (60 ml). To the mixture is added a 50% aqueous solution of sodium hydroxide (12.2 g), and the resulting mixture is stirred at 80° C. for 7 hours. After the reaction, the organic layer is separated, and the aqueous layer is subjected to extraction with n-hexane. The organic layers are combined, washed with dilute hydrochloric acid, dried and concentrated. The residue is subjected to purification by means of silica gel chromatography to obtain the above-titled compound as colorless solid (2.44 g).

後処理

  1. customAfter the reaction
  2. customthe organic layer is separated
  3. extractionthe aqueous layer is subjected to extraction with n-hexane
  4. washwashed with dilute hydrochloric acid
  5. customdried
  6. concentrationconcentrated
  7. customThe residue is subjected to purification by means of silica gel chromatography

出典と根拠

ORDレコード
ord-ac2ab6cb7c0b49f7a0a5c58e6998d4b0
出典データセット
uspto-grants-1991_04
特許番号
US05008454

関連ノート

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