Water → 7-Methoxy-1-heptanol

HRID 618301노트

반응식

HRID 618301 반응식
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](O)=[O:10].B.O.C([O-])([O-])=O.[K+].[K+]>O1CCCC1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][OH:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 6331BoraneHCID 11430Potassium CarbonateHCID 154095287-Methoxyheptanoic Acid

생성물 1

HCID 154095297-Methoxy-1-heptanol수율 72%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of the title product of Example 2 (18.3 g, 114 mmol) in 60 mL of tetrahydrofuran at 0° C. was added dropwise a solution of borane in tetrahydrofuran (175 mL, 1M). After stirring at room temperature for 3 days, 300 mL of water was added followed by solid K2CO3 (31.7 g, 229 mmol). The layers were separated and the aqueous phase extracted with three portions of diethyl ether. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated. The crude product was purified by distillation at reduced pressure (8 mm Hg) to give the title compound (12 g), b.p. 107-110° C. The structure was verified by NMR.

후처리

  1. customThe layers were separated
  2. extractionthe aqueous phase extracted with three portions of diethyl ether
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. distillationThe crude product was purified by distillation at reduced pressure (8 mm Hg)

출처 및 근거

ORD 기록
ord-38f1c418bfbb49d98d1c3dfe29bc1212
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952377

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