Water → HCID 178511560, 화합물

HRID 1848217노트

반응식

HRID 1848217 반응식
Cl.[NH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([C:9](O)=[O:10])[CH2:5][CH2:4]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1.C(Cl)Cl>[NH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([CH2:9][OH:10])[CH2:5][CH2:4]1

참가 물질

7

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 178479263HCID 178479263, 화합물

생성물 1

HCID 178511560HCID 178511560, 화합물수율 90%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a stirred suspension of trans-4-aminocyclohexanecarboxylic acid hydrochloride (0.5 g, 2.8 mmol) in anhydrous THF (10 mL) at 0° C. under argon was added dropwise lithium aluminum hydride (2 M solution in THF, 5.6 mL, 11 mmol). The mixture was stirred for 1 h at 0° C., then allowed to warm to rt and stir for an additional 1 h. The mixture was then heated in a sealed tube at 85° C. for 12 h. The mixture was cooled to 0° C. and H2O (600 μL) was slowly added, followed by a 1 M aq NaOH (1.2 mL) and H2O (1.8 mL). The mixture was diluted with CH2Cl2 (50 mL) and stirred for 30 min at rt. The mixture was filtered, and the filtrate was concentrated under reduced pressure to afford (trans-4-aminocyclohexyl)methanol (323 mg, 90%) as a white solid that did not require further purification.

후처리

  1. temperatureto warm to rt
  2. stirringstir for an additional 1 h
  3. temperatureThe mixture was then heated in a sealed tube at 85° C. for 12 h
  4. temperatureThe mixture was cooled to 0° C.
  5. stirringstirred for 30 min at rt
  6. filtrationThe mixture was filtered
  7. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f8187e0320f94933b8ec7f9f88e0de1d
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952058B2

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