2,2-Bis(4-nitrobenzyl)malonic acid → 2,2-Bis(4-nitrobenzyl)-1,3-propandiol

HRID 523340노트

반응식

HRID 523340 반응식
[N+:1]([C:4]1[CH:27]=[CH:26][C:7]([CH2:8][C:9]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=2)([C:13](O)=[O:14])[C:10](O)=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]>C1COCC1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][C:9]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=2)([CH2:10][OH:11])[CH2:13][OH:14])=[CH:26][CH:27]=1)([O-:3])=[O:2]

참가 물질

3

반응물 1

HCID 229285922,2-Bis(4-nitrobenzyl)malonic acid

생성물 1

HCID 229286162,2-Bis(4-nitrobenzyl)-1,3-propandiol수율 102.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

4.0 g (10.7 mmol) 2,2-bis(4-nitrobenzyl)malonic acid are dissolved in 40 ml THF and added dropwise at the course of 2 hours to 64.1 ml (64.1 mmol) of a borane-tetrahydrofuran complex 1.0 M solution in THF, which is used without further purification. After 19 hours at 25° C., 50 ml of water are carefully added. The reaction mixture is then partitioned between ethyl acetate and water. The organic phase is washed repeatedly with water, dried over sodium sulfate, filtered and concentrated by rotary evaporation to give 3.8 g of 2,2-bis(4-nitrobenzyl)-1,3-propandiol as a white powder.

후처리

  1. customwhich is used without further purification
  2. addition50 ml of water are carefully added
  3. customThe reaction mixture is then partitioned between ethyl acetate and water
  4. washThe organic phase is washed repeatedly with water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated by rotary evaporation

출처 및 근거

ORD 기록
ord-f377237954334de5b42023000a040e73
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334366B2

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