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Hydrochloric Acid → 5-Chloromethylfurfural

HRID 262398
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HRID 262398 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

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

생성물 1

HCID 741915-Chloromethylfurfural

시약·촉매·용매 2

HCID 8154Hexadecyltrimethylammonium chloride촉매
HCID 1140
Toluene
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b8d59b36d22144b881b29631905ac5bb
출처 데이터셋
uspto-grants-1979_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04154744

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