Formaldehyde → Ethyl 2,2-difluoro-3-hydroxypropanoate

HRID 36584

반응식

HRID 36584 반응식
[CH2:1]=[O:2].[F:3][C:4]([F:11])(Br)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[Cl-].[NH4+]>O1CCCC1.[Zn]>[F:3][C:4]([F:11])([CH2:1][OH:2])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

참가 물질

6

반응물 3

HCID 712FormaldehydeHCID 25517Ammonium ChlorideHCID 69585Ethyl bromodifluoroacetate

생성물 1

HCID 2758828Ethyl 2,2-difluoro-3-hydroxypropanoate

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of paraformaldehyde (4.5 g, 50 mmol), ethyl difluorobromoacetate (10.2 g, 50 mmol) and activated zinc dust (3.3 g, 40 mmol) in anhydrous tetrahydrofuran was heated under reflux for 0.5 h. Then the mixture was treated with a saturated aqueous solution of ammonium chloride and extracted with diethyl ether. After usual work-up the desired compound ethyl 2,2-difluoro-3-hydroxypropionate was obtained by flash chromatography on silica gel (ethyl acetate:hexane; 25:75) (4.1 g, 53%).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 0.5 h
  3. extractionextracted with diethyl ether

출처 및 근거

ORD 기록
ord-07cd20d9a5744d628778aeaa05aa92ac
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416076

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