Indene → (1R,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol

HRID 357719

反応式

HRID 357719 の反応式
C1C2C(=CC=CC=2)C=C1.CCC(C[O:16][C:17](C(N(CC[NH+](C)C)C)=O)([C:24]1[CH:29]=CC=CC=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)CC.[Cl-].[Br:40]Br>O>[Br:40][C@@H:24]1[CH2:29][C:19]2[C:18](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C@H:17]1[OH:16]

参加物

5

反応物 3

HCID 7219IndeneHCID 19153X 100HCID 24408Bromine

生成物 1

HCID 820607(1R,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

43.5 g of indene (92 wt %; 0.345 mol), 0.7 g of Triton X-100 and 100 ml of water were put into a 500-ml 3-mouthed flask, and mixed by stirring. Mixing was continued at 60° C. as 27.5 g of bromine (0.172 mol, 0.5 mol/mol of indene) was added dropwise over approximately 3 hours. After this, stirring at 60° C. was continued. The reaction mixture was extracted with ethyl acetate directly after dropwise addition of bromine, and after mixing for a further 1 hour. Yields of trans-2-bromoindan-1-ol were calculated from the hydrogen bromide concentrations in the aqueous phase (by gravimetric titration using silver nitrate), and the quantity of indene in the extraction layer was found by GC by means of a calibration line and used to calculate percent conversion.

後処理

  1. additionmixed
  2. additionMixing
  3. additionwas added dropwise over approximately 3 hours
  4. stirringAfter this, stirring at 60° C.
  5. extractionThe reaction mixture was extracted with ethyl acetate
  6. additiondirectly after dropwise addition of bromine
  7. additionafter mixing for a further 1 hour

出典と根拠

ORDレコード
ord-5e3b608a02844ee681a9b9028f921b75
出典データセット
uspto-grants-1998_11
特許番号
US05841000

関連ノート

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