Formaldehyde → 6-Methoxy-2-(2,6-dimethylmorpholinomethyl)-1,2,3,4-tetrahydronaphthalen-1-one

HRID 2231828

반응식

HRID 2231828 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH2:8][CH2:7][CH2:6]2.Cl.[CH3:15][CH:16]1[O:21][CH:20]([CH3:22])[CH2:19][NH:18][CH2:17]1.[CH2:23]=O.O>C(O)C.Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH:8]([CH2:23][N:18]1[CH2:19][CH:20]([CH3:22])[O:21][CH:16]([CH3:15])[CH2:17]1)[CH2:7][CH2:6]2

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 962WaterHCID 141126-Methoxy-alpha-tetraloneHCID 19374754HCID 19374754, 화합물

생성물 1

HCID 137705696-Methoxy-2-(2,6-dimethylmorpholinomethyl)-1,2,3,4-tetrahydronaphthalen-1-one

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 702Ethanol용매

실험 절차

6-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one (17.6 g, 0.1 mol), 2,6-dimethylmorpholine hydrochloride (15.1 g, 0.1 mol), and paraformaldehyde (6.0 g, 0.2 mol) were refluxed together in ethanol (50 ml) with concentrated hydrochloric acid (0.25 ml) as a catalyst for 3 hours. The reaction was cooled and poured into water containing concentrated hydrochloric acid (5 ml) and extracted with ether (200 ml). The aqueous solution was cooled in ice and neutralised with sodium hydroxide solution (10%) then extracted with ether (2×200 ml) dried over magnesium sulphate and evaporated under reduced pressure to give a residue which was recrystallised from petrol (60°-80°) to give 6-methoxy-2-(2,6-dimethylmorpholinomethyl)-1,2,3,4-tetrahydronaphthalen-1-one a white crystalline solid (10 g, 33% yield) melting at 110° C.

후처리

  1. temperatureThe reaction was cooled
  2. extractionextracted with ether (200 ml)
  3. temperatureThe aqueous solution was cooled in ice and neutralised with sodium hydroxide solution (10%)
  4. extractionthen extracted with ether (2×200 ml)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated under reduced pressure
  7. customto give a residue which
  8. customwas recrystallised from petrol (60°-80°)

출처 및 근거

ORD 기록
ord-b4e037832f3844949cd1d2460ced76f7
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04785006

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