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Hydrochloric Acid → 7-Chloro-2,2-difluorobenzo[d][1,3]dioxole-4-carboxylic Acid

HRID 1586344
ノート
印刷プレビュー

反応式

HRID 1586344 の反応式
[F:1][C:2]1([F:14])[O:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([OH:13])=[O:12])[C:4]=2[O:3]1.C([Li])CCC.[Cl:20]C(Cl)(Cl)C(Cl)(Cl)Cl.Cl>O1CCCC1.CCCCCC>[Cl:20][C:7]1[C:5]2[O:6][C:2]([F:1])([F:14])[O:3][C:4]=2[C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6214HexachloroethaneHCID 27740672,2-Difluoro-1,3-dioxaindane-4-carboxylic acidHCID 178418339Butyllithium

生成物 1

HCID 103768457-Chloro-2,2-difluorobenzo[d][1,3]dioxole-4-carboxylic Acid収率 42.1%

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
2 回
HCID 8058Hexane溶媒

実験手順

7.5 g (0.038 mol) of 2,2-difluoro-1,3-benzodioxole-4-carboxylic acid, prepared according to the process described in European Application 0,333,658, are dissolved, with stirring and under an argon atmosphere, in 75 ml of dry tetrahydrofuran (THF). ml (0.081 mol) of n-butyllithium in solution in hexane are run in dropwise at -70° C. After stirring for 1 hour, 8.9 g (0.038 mol) of hexachloroethane in solution in 50 ml of dry tetrahydrofuran (THF) are run in. After 2 hours at -70° C., the temperature is allowed to return to 10° C. The reaction mixture is hydrolysed with 150 ml of ice-cold water and brought to a pH of approximately 1 by addition of 1N hydrochloric acid. The aqueous phase is extracted with ether, dried over magnesium sulphate and concentrated under vacuum. The solid is washed with heptane to give 3.7 g (0.016 mol) of 7-chloro-2,2-difluoro-1,3-benzodioxole-4-carboxylic acid (yield: 42%; melting point: 185° C.).

後処理

  1. dissolutionare dissolved
  2. customdropwise at -70° C
  3. waitAfter 2 hours at -70° C.
  4. customto return to 10° C
  5. extractionThe aqueous phase is extracted with ether
  6. dry with materialdried over magnesium sulphate
  7. concentrationconcentrated under vacuum
  8. washThe solid is washed with heptane

出典と根拠

ORDレコード
ord-17233b19b9334af382f9e6a9fb6aa25e
出典データセット
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05945382

反応ノート

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