Allyl bromide → HCID 58864607, 화합물

HRID 1353165노트

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HRID 1353165 반응식
[OH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([O:8][CH2:9][C:10]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:11]=2[C:12]([O:14][CH3:15])=[O:13])[CH2:3]1.[H-].[Na+].[CH2:23](Br)[CH:24]=[CH2:25].C(OCC)(=O)C>CN(C)C=O.O1CCCC1>[CH2:25]([O:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([O:8][CH2:9][C:10]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:11]=2[C:12]([O:14][CH3:15])=[O:13])[CH2:3]1)[CH:24]=[CH2:23]

참가 물질

7

반응물 4

HCID 7841Allyl bromideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 11492838methyl 2-((1R,3S)-3-hydroxycyclohexyloxymethyl)-6-methylbenzoate

생성물 1

HCID 58864607HCID 58864607, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

4.3 g of methyl 2-((1R,3S)-3-hydroxycyclohexyloxymethyl)-6-methylbenzoate are dissolved in 40 ml of dimethylformamide and 1.3 g of sodium hydride (60% strength suspension in paraffin oil) are added. After 40 minutes of stirring, 4 ml of allyl bromide, dissolved in 20 ml of tetrahydrofuran, are added. After 3 hours, 300 ml of ethyl acetate are added and the mixture is washed three times with saturated sodium chloride solution. The combined organic phases are dried over sodium sulfate and the solvents are then removed under reduced pressure. The resulting residue is purified on silica gel using the mobile phase n-heptane:ethyl acetate=50:1→5:1. This gives 2.1 g of methyl 2-((1R,3S)-3-allyloxycyclohexyloxymethyl)-6-methylbenzoate as a yellow oil. C19H26O4 (318.42), MS(ESI): 319 (M+H+).

후처리

  1. additionare added
  2. waitAfter 3 hours
  3. washthe mixture is washed three times with saturated sodium chloride solution
  4. dry with materialThe combined organic phases are dried over sodium sulfate
  5. customthe solvents are then removed under reduced pressure
  6. customThe resulting residue is purified on silica gel using the mobile phase n-heptane

출처 및 근거

ORD 기록
ord-8d4a4262ffb54c49b1adf7b2af30c4d4
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220876B2

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