Dichloromethane → 5-(Chloromethyl)-2,2-difluorobenzo[d][1,3]dioxole

HRID 45277노트

반응식

HRID 45277 반응식
[F:1][C:2]1([F:13])[O:6][C:5]2[CH:7]=[CH:8][C:9]([CH2:11]O)=[CH:10][C:4]=2[O:3]1.[Cl:14]CCl>>[Cl:14][CH2:11][C:9]1[CH:8]=[CH:7][C:5]2[O:6][C:2]([F:13])([F:1])[O:3][C:4]=2[CH:10]=1

참가 물질

3

반응물 2

HCID 6344DichloromethaneHCID 12814281(2,2-Difluoro-1,3-dioxaindan-5-yl)methanol

생성물 1

HCID 219928095-(Chloromethyl)-2,2-difluorobenzo[d][1,3]dioxole

실험 절차

5-Chloromethyl-2,2-difluoro-benzo[1,3]dioxole Thionyl chloride (45 g, 38 mmol) was slowly added to a solution of (2,2-difluoro-benzo[1,3]dioxol-5-yl)-methanol (7.2 g, 38 mmol) in dichloromethane (200 mL) at 0° C. The resulting mixture was stirred overnight at room temperature and then evaporated to dryness. The residue was partitioned between an aqueous solution of saturated sodium bicarbonate (100 mL) and dichloromethane (100 mL). The separated aqueous layer was extracted with dichloromethane (150 mL) and the combined organic layers were dried over sodium sulfate, filtrated, and evaporated to dryness to give crude 5-chloromethyl-2,2-difluoro-benzo[1,3]dioxole (4.4 g) which was used directly in the next step.

후처리

  1. customevaporated to dryness
  2. customThe residue was partitioned between an aqueous solution of saturated sodium bicarbonate (100 mL) and dichloromethane (100 mL)
  3. extractionThe separated aqueous layer was extracted with dichloromethane (150 mL)
  4. dry with materialthe combined organic layers were dried over sodium sulfate
  5. filtrationfiltrated
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-3b28cf3b4c244bee8114ff46f1491175
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541453B2

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