Ethyl Acetate → HCID 86607833, 화합물

HRID 646676노트

반응식

HRID 646676 반응식
[N:1]1([C:7]2[CH:8]=[C:9]([CH2:13]O)[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C1C=CC(P([N:29]=[N+:30]=[N-:31])(C2C=CC=CC=2)=O)=CC=1.C1CCN2C(=NCCC2)CC1.CCOC(C)=O>C1COCC1>[N:29]([CH2:13][C:9]1[CH:8]=[C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH:12]=[CH:11][CH:10]=1)=[N+:30]=[N-:31]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199401P,P-Diphenylphosphinic azideHCID 7162074[3-(Morpholin-4-yl)phenyl]methanol

생성물 1

HCID 86607833HCID 86607833, 화합물수율 141%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of (3-morpholin-4-ylphenyl)methanol (0.10 g, 0.52 mmol), in THF (1.0 mL) was cooled to 0° C. and DPPA (0.13 mL, 0.62 mmol) was added, followed by DBU (0.093 mL, 0.62 mmol). The solution was allowed to warm to r.t. and stirred for 12 h. The solution was poured into EtOAc (100 mL) and this was washed with H2O (50 mL) and 5% HCl(aq) (50 mL). The organic layer was dried (Na2SO4), filtered and concentrated in vacuo to give 0.16 g (>100% yield) of 4-[3-(azidomethyl)phenyl]morpholine, (TLC: UV active spot, Rf of 0.7 in 1:1 hexanes/EtOAc), which was used without further purification.

후처리

  1. washthis was washed with H2O (50 mL) and 5% HCl(aq) (50 mL)
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2374671a17c84964b3bb2a90d1dd2779
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07704995B2

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