Boron trifluoride etherate → 1-(Iodomethyl)-1-methyl-1,3,4,9-tetrahydroindeno[2,1-c]pyran

HRID 1731142ノート

反応式

HRID 1731142 の反応式
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][OH:12])=[CH:2]1.[I:13][CH2:14][C:15](=O)[CH3:16].B(F)(F)F.CCOCC>C1C=CC=CC=1>[I:13][CH2:14][C:15]1([CH3:16])[C:2]2[CH2:1][C:9]3[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=3[C:3]=2[CH2:10][CH2:11][O:12]1

参加物

5

反応物 3

HCID 8000Boron trifluoride etherateHCID 763962-Propanone, 1-iodo-HCID 113556481H-Indene-3-ethanol

生成物 1

HCID 214952781-(Iodomethyl)-1-methyl-1,3,4,9-tetrahydroindeno[2,1-c]pyran

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of indene-3-ethanol (15 g) in 150 ml of benzene, iodoacetone (12 g) is added. The mixture is heated at reflux with 5 ml of boron trifluoride-etherate and hydrated alkali-aluminum silicate (Molecular Sieves No. 4). After a total of 2 hours the reaction is cooled, filtered and washed with 5% sodium bicarbonate, water and dried over sodium sulfate. Evaporation under reduced pressure affords an oil. This oil is purified by chromatography on silica gel. Elution with benzene and concentration of the eluate gives the title compound, identical to the compound of the same name described in Example 463.

後処理

  1. temperatureThe mixture is heated
  2. temperatureAfter a total of 2 hours the reaction is cooled
  3. filtrationfiltered
  4. washwashed with 5% sodium bicarbonate, water
  5. dry with materialdried over sodium sulfate
  6. customEvaporation under reduced pressure
  7. customaffords an oil
  8. customThis oil is purified by chromatography on silica gel
  9. washElution with benzene and concentration of the eluate

出典と根拠

ORDレコード
ord-f27d7092d3434f70a10be1dfc7911e4c
出典データセット
uspto-grants-1976_11
特許番号
US03995052

反応ノート

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