Allyl bromide → Benzyl 3-allyloxy-4-nitro-benzoate

HRID 2364725노트

반응식

HRID 2364725 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6].C(=O)([O-])[O-].[K+].[K+].Br[CH2:28][CH:29]=[CH2:30]>C(#N)C>[CH2:30]([O:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6])[CH:29]=[CH2:28]

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 149864353-Hydroxy-4-nitrobenzoic acid benzyl ester

생성물 1

HCID 68107115Benzyl 3-allyloxy-4-nitro-benzoate수율 94.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Benzyl 3-hydroxy-4-nitro-benzoate 29a (4.50 g, 16.47 mmol) was dissolved in 75 mL of anhydrous acetonitrile. The resulting solution was added with potassium carbonate (6.83 g, 49.41 mmol) and 3-bromopropene (2.9 mL, 32.94 mmol) successively, heated to reflux for 3 hours, then filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound benzyl 3-allyloxy-4-nitro-benzoate 29b (4.86 g, yield: 94.2%) as a yellow solid.

후처리

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-53317d265ba04b569e60309df7e53e78
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691822B2

반응 노트

불러오는 중…