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

HRID 45277ノート

反応式

HRID 45277 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3b28cf3b4c244bee8114ff46f1491175
出典データセット
uspto-grants-2013_09
特許番号
US08541453B2

反応ノート

読み込み中…