Calcium Carbonate → 4-Hydroxymethyl-4'-nitrobenzophenone

HRID 716707노트

반응식

HRID 716707 반응식
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

참가 물질

5

반응물 2

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

생성물 1

HCID 666790714-Hydroxymethyl-4'-nitrobenzophenone수율 81%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dd383ec81ff044ffb2fec987292ec452
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193678B2

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