Hydrochloric Acid → Ethyl 2-hydroxy-6-vinylbenzoate

HRID 1589988노트

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HRID 1589988 반응식
[C:1](=O)([O-])[O-].[Na+].[Na+].[Br-].C([O:11][C:12]1[C:13]([C:38]([O:40][CH2:41][CH3:42])=[O:39])=[C:14]([CH:35]=[CH:36][CH:37]=1)[CH2:15][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(=O)C.C=O.Cl>O>[OH:11][C:12]1[CH:37]=[CH:36][CH:35]=[C:14]([CH:15]=[CH2:1])[C:13]=1[C:38]([O:40][CH2:41][CH3:42])=[O:39]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 10929793(3-Acetyloxy-2-ethoxycarbonylbenzyl)-triphenylphosphonium bromide

생성물 1

HCID 15008897Ethyl 2-hydroxy-6-vinylbenzoate

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
55 °C

실험 절차

A solution of 12.7 g of sodium carbonate in 115 ml of water was added dropwise, while stirring vigorously at room temperature, to 33.8 g of (3-acetoxy-2-ethoxycarbonylbenzyl) triphenylphosphonium bromide (e.g. Eicher et al. Synthesis (1988) 525) in 264 ml of 36.5% by weight aqueous formaldehyde solution. The reaction mixture was stirred at 55° C. for 6 h and then poured into ice-water at pH 1 (hydrochloric acid) and extracted with ethyl acetate, after which the combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. Further purification was carried out by chromatography on silica gel with toluene/ethyl acetate (20:1) as eluent.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialafter which the combined organic phases were dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customFurther purification

출처 및 근거

ORD 기록
ord-54034659aed0475bbcda7b9622bb1bd1
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05201937

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