Ethyl Acetate → HCID 178459251, 화합물

HRID 1483823노트

반응식

HRID 1483823 반응식
[NH2:1][CH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6](C(OC)=O)[CH2:5][CH2:4]1.[CH3:13][Mg]Br.CC(=O)[O:18][CH2:19][CH3:20]>C1COCC1>[NH2:1][CH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([C:19]([OH:18])([CH3:20])[CH3:13])[CH2:5][CH2:4]1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 178418573HCID 178418573, 화합물HCID 178501118HCID 178501118, 화합물

생성물 1

HCID 178459251HCID 178459251, 화합물수율 39.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of trans-methyl 4-(aminomethyl)cyclohexanecarboxylate (1 g, 5.8 mmol) in THF (50 mL) was added dropwise methylmagnesium bromide (7.7 mL, 23.2 mmol) at −78° C. The mixture was stirred at room temperature for 2 h. TLC (PE:EA=5:1) showed the reaction was complete. The mixture was quenched by the addition of NH4Cl (100 mL) and extracted with EtOAc (100 mL×3). The combined extracts were dried over Na2SO4, filtered and concentrated in vacuo to give 2-(trans-4-(aminomethyl)cyclohexyl)propan-2-ol (0.42 g, 39.2%) as a yellow solid.

후처리

  1. customThe mixture was quenched by the addition of NH4Cl (100 mL)
  2. extractionextracted with EtOAc (100 mL×3)
  3. dry with materialThe combined extracts were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f63658df14b44c2da1a8e4a8841c34f9
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09416132B2

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