Calcium Carbonate → 4-Hydroxymethyl-4'-nitrobenzophenone

HRID 716707ノート

反応式

HRID 716707 の反応式
Br[CH2:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.C(=O)([O-])[O-:21].[Ca+2]>C(#N)C.O.C(OCC)(=O)C>[OH:21][CH2:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1

参加物

5

反応物 2

HCID 10112Calcium CarbonateHCID 143775484-Bromomethyl-4'-nitrobenzophenone

生成物 1

HCID 666790714-Hydroxymethyl-4'-nitrobenzophenone収率 81%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 18373917Acetonitrile--water (1/1)溶媒

実験手順

4-bromomethyl-4′-nitrobenzophenone (3.20 g, 10.0 mmol, 1 eq) was dissolved in a 2:1 acetonitrile/water mixture (300 mL) and calcium carbonate (3.00 g, 30.0 mmol, 3 eq) was added. The turbid mixture was stirred under reflux for 60 hr. After this time the reaction mixture was allowed to cool and the solid calcium carbonate was filtered off. The solid was washed with ethyl acetate (10 mL) and the filtrate was concentrated under reduced pressure to give an off-white solid. The solid was dissolved in ethyl acetate and washed with concentrated hydrochloric acid. The organic solution was then neutralised with sodium bicarbonate, dried over magnesium sulfate and concentrated under reduced pressure to give 4-hydroxymethyl-4′-nitrobenzophenone (2.08 g, 81%) as a beige solid.

後処理

  1. additionwas added
  2. temperatureunder reflux for 60 hr
  3. temperatureto cool
  4. filtrationthe solid calcium carbonate was filtered off
  5. washThe solid was washed with ethyl acetate (10 mL)
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customto give an off-white solid
  8. washwashed with concentrated hydrochloric acid
  9. dry with materialdried over magnesium sulfate
  10. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-dd383ec81ff044ffb2fec987292ec452
出典データセット
uspto-grants-2015_11
特許番号
US09193678B2

反応ノート

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