Dimethylamine → 1-(Dimethylamino)-3-(4-nitrophenoxy)propan-2-ol

HRID 1357550

반응식

HRID 1357550 반응식
[O:1]1[CH2:14][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1.[CH3:15][NH:16][CH3:17]>CO.CN(C=O)C>[OH:1][CH:2]([CH2:14][N:16]([CH3:17])[CH3:15])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1

참가 물질

5

반응물 2

HCID 674DimethylamineHCID 213272-((4-Nitrophenoxy)methyl)oxirane

생성물 1

HCID 31320441-(Dimethylamino)-3-(4-nitrophenoxy)propan-2-ol

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 6228Dimethylformamide용매

실험 절차

4-(2,3-Epoxypropoxy)nitrobenzene (obtained as described in Synthetic Communications, 1994, 24, 833; 4.3 g,) was dissolved in methanol (30 ml) and DMF (10 ml). A solution of dimethylamine in methanol (2M, 17 ml) was added and the mixture was stirred overnight. Volatile material was removed by evaporation and the residue was partitioned between saturated sodium bicarbonate (100 ml) and ethyl acetate (100 ml). The organic layer was separated and washed with saturated sodium chloride (2×100 ml) and dried. Concentration gave the product as an oil that slowly crystallised under high vacuum (4.79 g, 89.9%). NMR (CDCl3): 2.33 (s, 6H), 2.98 (m, 1H), 2.54 (m, 1H), 4.00 (m, 3H), 7.00 (d, 2H), 8.20 (d, 2H); MS (MH+): 241.

후처리

  1. customVolatile material was removed by evaporation
  2. customthe residue was partitioned between saturated sodium bicarbonate (100 ml) and ethyl acetate (100 ml)
  3. customThe organic layer was separated
  4. washwashed with saturated sodium chloride (2×100 ml)
  5. customdried
  6. concentrationConcentration

출처 및 근거

ORD 기록
ord-f7e189f0aa2a44e496ed0a032d4e2d4b
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06593326B1

연결된 노트

불러오는 중…