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Isopropyl Acetate → (2R)-2-(hydroxymethyl)hexanoic Acid

HRID 271975
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HRID 271975 반응식
C[C@@H]([NH3+])C1C=CC=CC=1.[CH2:10]([C@H:14]([CH2:18][OH:19])[C:15]([O-:17])=[O:16])[CH2:11][CH2:12][CH3:13].C(OC(C)C)(=O)C>Cl>[CH2:10]([C@H:14]([CH2:18][OH:19])[C:15]([OH:17])=[O:16])[CH2:11][CH2:12][CH3:13]
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참가 물질

4

반응물 2

HCID 7915Isopropyl AcetateHCID 131727187(r)-2-Butyl-3-hydroxypropionic acid (r)-alpha-methylbenzylammonium salt

생성물 1

HCID 11550035(2R)-2-(hydroxymethyl)hexanoic Acid수율 98.8%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

(R)-2-Butyl-3-hydroxypropionic acid (R)-α-methylbenzylammonium salt (5, 10.0 g) is dissolved in 2 N HCl (40.0 mL) and isopropyl acetate (50.0 mL) is added to the mixture. After mixing for 5 min, the organic layer is separated and the aqueous layer is extracted with isopropyl acetate (3×50.0 mL). The combined organic layers are washed with water (20.0 mL) and concentrated under vacuum (20 mbar) until no further solvent distills to afford (R)-2-butyl-3-hydroxypropionic acid (1, 5.4 g, 98%); oil; [α]D+6.5 (c=1.0, CH3OH), (R):(S)=99.3:0.7.

후처리

  1. additionAfter mixing for 5 min
  2. customthe organic layer is separated
  3. extractionthe aqueous layer is extracted with isopropyl acetate (3×50.0 mL)
  4. washThe combined organic layers are washed with water (20.0 mL)
  5. concentrationconcentrated under vacuum (20 mbar) until no further solvent
  6. distillationdistills

출처 및 근거

ORD 기록
ord-9645ef5267364df880496af826ae6058
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07452999B2

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