Water → Nonanoic acid, 9-hydroxy-, methyl ester

HRID 5256

반응식

HRID 5256 반응식
[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](O)=[O:12].O.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.C(OCC)C>[C:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])([O:2][CH3:1])=[O:14]

참가 물질

6

반응물 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 75009Monomethyl azelate

생성물 1

HCID 292983Nonanoic acid, 9-hydroxy-, methyl ester

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 165 mL (165 mmol) of a 1.0M solution of boranetetrahydrofuran complex in tetrahydrofuran in 200 mL of dry diethyl ether at 0° C. is added dropwise 25.0 g (123 mmol) of azelaic acid monomethyl ester, added at such a rate as to prevent excessive release of gas and exothermicity. The solution is allowed to warm to room temperature overnight and is worked up by slowly adding water until gas evolution ceases. Then solid potassium carbonate is added and the organic layer is separated. The aqueous layer is extracted three times with diethyl ether. The combined extracts are washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to give 8-carbomethoxyoctan-1-ol as a colorless oil.

후처리

  1. additionadded at such a rate as
  2. customthe organic layer is separated
  3. extractionThe aqueous layer is extracted three times with diethyl ether
  4. washThe combined extracts are washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-052d6b3cc80f4fa28f5010b0d03ff42b
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242945

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