Ethyl formate → 1-Boc-4-[(1-methyl-4-piperidyl)methyl]piperidine

HRID 1869631노트

반응식

HRID 1869631 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)[CH2:3][CH2:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH:27](OCC)=O>O1CCCC1>[CH3:27][N:1]1[CH2:2][CH2:3][CH:4]([CH2:7][CH:8]2[CH2:9][CH2:10][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:12][CH2:13]2)[CH2:5][CH2:6]1

참가 물질

5

반응물 3

HCID 8025Ethyl formateHCID 21226445Aluminium lithium hydrideHCID 497611974-Piperidin-4-ylmethyl-piperidine-1-carboxylic acid t-butyl ester

생성물 1

HCID 688889221-Boc-4-[(1-methyl-4-piperidyl)methyl]piperidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1,1-Dimethylethyl 4-(4-piperidinylmethyl)-1-piperidinecarboxylate (may be prepared as described in Description 2) (1.5 g), and LiAlH4 (26.6 ml of 1M solution in tetrahydrofuran) were combined in tetrahydrofuran (10 ml) and the reaction mixture stirred at room temperature for 10 min before cooling to 0° C. in an ice/water bath. Ethyl formate (5 ml) was then added dropwise. The reaction was then quenched with 3 N sodium hydroxide solution. The solid precipitate formed was filtered and washed with more tetrahydrofuran. The combined organics were dried over Na2SO4, and evaporated to give the title compound (D18) (1.1 g).

후처리

  1. temperaturebefore cooling to 0° C. in an ice/water bath
  2. customThe reaction was then quenched with 3 N sodium hydroxide solution
  3. customThe solid precipitate formed
  4. filtrationwas filtered
  5. washwashed with more tetrahydrofuran
  6. dry with materialThe combined organics were dried over Na2SO4
  7. customevaporated

출처 및 근거

ORD 기록
ord-7cdeab6b0ba04e769d77c58f584344a8
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638631B2

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