Hydrochloric Acid → 5-Chloromethylfurfural

HRID 262400

반응식

HRID 262400 반응식
[O:1]=[CH:2][C@@H: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].C1(C)C=CC=CC=1.[ClH:43]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.O>[Cl:43][CH2:11][C:9]1[O:10][C:3]([CH:2]=[O:1])=[CH:5][CH:7]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric Acid2회HCID 1140TolueneHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 57371080Sodium dodecylbenzene sulphonate

생성물 1

HCID 741915-Chloromethylfurfural

시약·촉매·용매 2

HCID 8154Hexadecyltrimethylammonium chloride촉매HCID 962Water용매

실험 절차

To a three-necked flask equipped with a condenser and a stirrer were added 5 g (0.028 mole) of a commercially available D-glucose and two kinds of surface active agent, i.e., 97.6 mg (0.00028 mole) of sodium laurylbenzenesulfonate and 89.6 mg (0.00028 mole) of cetyltrimethylammonium chloride. Then, 30 ml of toluene was added thereto and the mixture was stirred to make a suspension. Thereafter, about 6 ml of 35% hydrochloric acid was slowly dropwise added from a dropping funnel over 1 hour with stirring. A slight excess of hydrogen chloride was then slowly passed therethrough at 45° C. over 3 hours with stirring. After stirring was continued for a further 4 hours, the reaction solution was diluted with a little water and filtered through Celite while being washed with toluene. The toluene layer was neutralized, dried and concentrated to obtain about 1.9 g of 5-chloromethylfurfural.

후처리

  1. customTo a three-necked flask equipped with a condenser and a stirrer
  2. stirringwith stirring
  3. stirringat 45° C. over 3 hours with stirring
  4. stirringAfter stirring
  5. filtrationfiltered through Celite
  6. washwhile being washed with toluene
  7. customdried
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-06ec1e8c1cd547ffad15da46e304360d
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04154744

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