Hydrochloric Acid → Benzyl 1-hydroxycyclopropanecarboxylate

HRID 902888노트

반응식

HRID 902888 반응식
C(N(CC)CC)C.[CH2:8](Br)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH:16][C:17]1([C:20]([OH:22])=[O:21])[CH2:19][CH2:18]1.Cl>O1CCCC1.C(Cl)Cl>[OH:16][C:17]1([C:20]([O:22][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:21])[CH2:19][CH2:18]1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 8471TriethylamineHCID 27331601-Hydroxy-1-cyclopropanecarboxylic acid

생성물 1

HCID 22934671Benzyl 1-hydroxycyclopropanecarboxylate

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

Triethylamine (1.0 ml) and benzyl bromide (650 μl) were added to a solution of 1-hydroxycyclopropanecarboxylic acid (409 mg) in tetrahydrofuran (3.0 ml), and the mixture was stirred at room temperature for 23 hours. Methylene chloride and 1N hydrochloric acid were added to the reaction mixture to separate the mixture into two layers. An organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate. A crude product was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to obtain the title compound (607 mg).

후처리

  1. customto separate the mixture into two layers
  2. washAn organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. customA crude product was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-fe9921be463641e0b7c752498781d74c
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365205B2

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