Carbon Dioxide → beta-Phenylisovaleric acid

HRID 133835

반응식

HRID 133835 반응식
[Mg].[CH2:2](Cl)[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([CH3:5])[CH3:4].II.BrCCBr.[C:19](=[O:21])=[O:20]>O1CCCC1>[CH3:4][C:3]([CH3:5])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:2][C:19]([OH:21])=[O:20]

참가 물질

7

반응물 5

HCID 280Carbon Dioxide2회HCID 807IodineHCID 78391,2-DibromoethaneHCID 68191Neophyl chloride2회HCID 5462224Magnesium

생성물 1

HCID 13890beta-Phenylisovaleric acid수율 81%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Following a literature procedure, (Leffler, J. E.; Barbas, J. T. JACS. 1981, 103(26), 7768-7773), to a mixture of magnesium turnings (9.5 g) and neophyl chloride (7.5 mL) in tetrahydrofuran (100 mL) is added a spatula tip of iodine and 1,2-dibromoethane (1 mL). The mixture is heated gently with under a heat gun to initiate a vigorous reaction. A solution of neophyl chloride (57 mL) in tetrahydrofuran (360 mL) is added dropwise over the course of 90 minutes. Following completion of the addition, the reaction mixture is stirred for an additional five hours, then solid carbon dioxide (25 g) is added to the flask. After 10 minutes, the flask is transferred to a 40° C. water bath until all carbon dioxide had sublimed. The solvent is then removed under reduced pressure to afford the title compound (58 g, 81%) as a white paste. MS (ES+): (M+H)=178.8

후처리

  1. temperatureThe mixture is heated gently with under a heat gun
  2. customa vigorous reaction
  3. additioncompletion of the addition
  4. waitAfter 10 minutes
  5. customis transferred to a 40° C.
  6. customThe solvent is then removed under reduced pressure

출처 및 근거

ORD 기록
ord-83009e25d2724ee08cd2ee2fd96be188
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390910B2

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