Acetic Acid → 1-Oxododecyl-3-hydroxypiperidine

HRID 2395714노트

반응식

HRID 2395714 반응식
[O:1]=[C:2]([N:14]1[CH2:19][CH2:18][CH2:17][CH:16]([O:20][Si](C(C)(C)C)(C)C)[CH2:15]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].C(O)(=O)C.O1CCCC1.[OH-].[Na+]>O>[O:1]=[C:2]([N:14]1[CH2:19][CH2:18][CH2:17][CH:16]([OH:20])[CH2:15]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 189895461-oxododecyl-3-(O-tert-butyldimethylsilyoxy)piperidine

생성물 1

HCID 152303421-Oxododecyl-3-hydroxypiperidine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
75 °C

실험 절차

Mix 1-oxododecyl-3-(O-tert-butyldimethylsilyloxy)piperidine (3.5 mmol) with a solution of acetic acid (9 mL), tetrahydrofuran (6 mL) and water (6 mL). Heat at 75° C. overnight. Cool to room temperature and make basic with cold 10% sodium hydroxide and extract into methylene chloride. Wash with water, then with brine and dry (Na2SO4). Evaporate the solvent in vacuo and purify by flash chromatography (5% methanol/methylene chloride) to give the title compound.

후처리

  1. temperatureCool to room temperature
  2. extractionextract into methylene chloride
  3. washWash with water
  4. dry with materialwith brine and dry (Na2SO4)
  5. customEvaporate the solvent in vacuo
  6. custompurify by flash chromatography (5% methanol/methylene chloride)

출처 및 근거

ORD 기록
ord-c0d228bc748942b0bd24dc2e018ff071
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05489600

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