Hydrochloric Acid → 4-Chloro-2-methylsulphonyl-3-(2,2,2-trifluoroethoxy)benzoic acid

HRID 1288778ノート

反応式

HRID 1288778 の反応式
[H-].[Na+].[F:3][C:4]([F:8])([F:7])[CH2:5][OH:6].[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([S:19]([CH3:22])(=[O:21])=[O:20])[C:11]=1F.Cl>C1COCC1>[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([S:19]([CH3:22])(=[O:21])=[O:20])[C:11]=1[O:6][CH2:5][C:4]([F:8])([F:7])[F:3]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 64092,2,2-TrifluoroethanolHCID 24758Sodium hydrideHCID 544424304-Chloro-3-fluoro-2-methylsulphonylbenzoic acid

生成物 1

HCID 545681774-Chloro-2-methylsulphonyl-3-(2,2,2-trifluoroethoxy)benzoic acid収率 99.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

Sodium hydride (1.05 g of 80% powder) was suspended in THF and to this was added a solution of 2,2,2-trifluoroethanol (1.9 g) in THF, followed by a solution of 4-chloro-3-fluoro-2-methylsulphonylbenzoic acid (4 g) in THF. The resultant mixture was stirred for 2 hours and then acidified with 2M HCl. The mixture was extracted with ether, washed with water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness yielding 4-chloro-2-methylsulphonyl-3-(2,2,2-trifluoroethoxy)benzoic acid (5.26 g) as a white solid, NMR (DMSO d6) 2.5(s,3H), 4.8(q,2H), 7.5(d,1H), 8.0(d,1H).

後処理

  1. extractionThe mixture was extracted with ether
  2. washwashed with water
  3. dry with materialdried (anhydrous magnesium sulphate)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-5dbac60292ae465396c0ea3fcd2653be
出典データセット
uspto-grants-1998_05
特許番号
US05747424

反応ノート

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