Formaldehyde → Methylene bis(chloroacetate)

HRID 260626

반응식

HRID 260626 반응식
ClC[C:3]([O:5][C:6](=[O:9])[CH2:7][Cl:8])=[O:4].[CH2:10]=[O:11].[CH2:12]([Cl:14])Cl>S(=O)(=O)(O)O>[Cl:8][CH2:7][C:6]([O:5][CH2:3][O:4][C:10](=[O:11])[CH2:12][Cl:14])=[O:9]

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 6344DichloromethaneHCID 10946Chloroacetic anhydride

생성물 1

HCID 86587291Methylene bis(chloroacetate)수율 57%

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매

실험 절차

Chloroacetic anhydride (12.75 g, 75 mmol), paraformaldehyde (2.25 g, 75 mmol) and conc. sulfuric acid (15 drops) are added to methylene chloride (15 ml). The mixture is stirred for 24 hrs. at 50° C. under nitrogen, whereafter the reaction mixture is extracted with saturated aqueous potassium carbonate until carbon dioxide emission ends. The organic layer is dried (MgSO4), evaporated to dryness and the residue is distilled (80° C., 0.15 mmHg) to yield 10.2 g (57%) product. 1H NMR (200 MHz, CDCl3): δ 4.1 (2×CH2Cl,s), 5.9 (CH2,s). 13C NMR (200 MHz, CDCl3): δ 41.1 (CH2Cl), 81.4 (O--CH2 --O), 166.4 (CO).

후처리

  1. extractionat 50° C. under nitrogen, whereafter the reaction mixture is extracted with saturated aqueous potassium carbonate until carbon dioxide emission
  2. dry with materialThe organic layer is dried (MgSO4)
  3. customevaporated to dryness
  4. distillationthe residue is distilled (80° C., 0.15 mmHg)

출처 및 근거

ORD 기록
ord-f4dcb4ccdada4616975d8958bd41ed1b
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05529766

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