Hydrochloric Acid → 3-Bromo-2-(methylthio)benzo[b]thiophene

HRID 542772ノート

反応式

HRID 542772 の反応式
Br[C:2]1[S:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[Br:11].C([Li])CCC.[CH3:17][S:18]SC.Cl>C(OCC)C.CCCCCC>[Br:11][C:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[S:6][C:2]=1[S:18][CH3:17]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 12232Dimethyl DisulfideHCID 949772,3-Dibromo-1-benzothiopheneHCID 178418339Butyllithium

生成物 1

HCID 202072443-Bromo-2-(methylthio)benzo[b]thiophene

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒3 回HCID 8058Hexane溶媒

実験手順

A solution of 8.76 g of 2,3-dibromobenzo[b]thiophene in 75 ml of diethyl ether was cooled to 0° C. and 19 ml of a 1.6M solution of n-butyl lithium in hexane and 10 ml of diethyl ether were added. A pink slurry formed which was stirred for one hour. A solution of 2.7 ml of methyl disulfide in 10 ml of diethyl ether was added and the reaction mixture was stirred for 4 hours at 0° C. Approximately 100 ml of 1N hydrochloric acid were added and the reaction was allowed to warm to room temperature. The layers were separated and the aqueous layer was extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate and evaporated to dryness. The resulting oil was vacuum distilled at 1.5 torr providing 1 g of the desired subtitled intermediate.

後処理

  1. customA pink slurry formed which
  2. stirringthe reaction mixture was stirred for 4 hours at 0° C
  3. customThe layers were separated
  4. extractionthe aqueous layer was extracted with diethyl ether
  5. dry with materialThe combined organic extracts were dried over magnesium sulfate
  6. customevaporated to dryness
  7. distillationdistilled at 1.5 torr

出典と根拠

ORDレコード
ord-8e012850c99649039112604970465041
出典データセット
uspto-grants-1987_04
特許番号
US04659717

反応ノート

読み込み中…