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Hydrochloric Acid → 5-Chloromethylfurfural

HRID 262398
ノート
印刷プレビュー

反応式

HRID 262398 の反応式
[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@H:9]([CH2:11]O)[OH:10])O)O)=O.C(OS(C1C=CC=CC=1)(=O)=O)CCCCCCCCCCC.[Na].O.[ClH:37]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.C1(C)C=CC=CC=1>[Cl:37][CH2:11][C:9]1[O:10][C:3]([CH:2]=[O:1])=[CH:5][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6904L-(-)-SorboseHCID 57371080Sodium dodecylbenzene sulphonate

生成物 1

HCID 741915-Chloromethylfurfural

試薬・触媒・溶媒 2

HCID 8154Hexadecyltrimethylammonium chloride触媒
HCID 1140
Toluene
溶媒

実験手順

To a three-necked flask equipped with a condenser and a stirrer were added 2.5 g (0.014 mole) of a commercially available L-(-)-sorbose and two kinds of surface active agent, i.e., 47.1 mg (0.00014 mole) of cetyltrimethylammonium chloride and 51.3 mg (0.00014 mole) of sodium laurylbenzenesulfonate. Then, 2.5 ml of water and 15 ml of toluene were added thereto and the mixture was stirred. Thereafter, a molar excess of hydrogen chloride was passed through the mixture at room temperature for about 30 minutes, and the mixture was stirred at room temperature for a further 2.5 hours. The reaction solution was filtered through Celite while being washed with a small amount of a water-toluene mixture. The toluene layer was neutralized, dried and concentrated to obtain about 1.0 g (theoretical yield 2.0 g) of 5-chloromethylfurfural as a crude product.

後処理

  1. customTo a three-necked flask equipped with a condenser and a stirrer
  2. stirringthe mixture was stirred at room temperature for a further 2.5 hours
  3. filtrationThe reaction solution was filtered through Celite
  4. washwhile being washed with a small amount of a water-toluene mixture
  5. customdried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-b8d59b36d22144b881b29631905ac5bb
出典データセット
uspto-grants-1979_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04154744

反応ノート

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