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Hydrochloric Acid → 4-(Morpholin-4-yl)cyclohexan-1-one

HRID 2408524
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HRID 2408524 반응식
Cl.O1[C:6]2([CH2:11][CH2:10][CH:9]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[CH2:8][CH2:7]2)[O:5]CC1.Cl.C([O-])(O)=O.[Na+]>C1COCC1>[N:12]1([CH:9]2[CH2:8][CH2:7][C:6](=[O:5])[CH2:11][CH2:10]2)[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 68859047HCID 68859047, 화합물

생성물 1

HCID 567638304-(Morpholin-4-yl)cyclohexan-1-one수율 47%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
80 °C

실험 절차

A suspension of 4-(1,4-dioxa-spiro[4.5]dec-8-yl)-morpholine hydrochloride (6.79 g, 25.7 mmol, as prepared in the previous step) in THF (100 mL) was treated with HCl (38.6 mL, 77.2 mmol, 2M aq) and heated to 80° C. for 4 h. The cooled mixture was treated with satd aq NaHCO3 to pH 7 and extracted with ether (3×250 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to afford the title compound (2.22 g, 47%) as a colorless oil. 1H-NMR (CDCl3; 400 MHz): δ 3.78-3.72 (m, 4H), 2.60-2.55 (m, 4H), 2.36-2.25 (m, 2H), 2.09-1.99 (m, 2H), 1.93-1.82 (m, 2H).

후처리

  1. extractionextracted with ether (3×250 mL)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f09cbd841e694c1fb34c9968a8ab001c
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08815867B2

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