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

HRID 523340ノート

反応式

HRID 523340 の反応式
[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]

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f377237954334de5b42023000a040e73
出典データセット
uspto-grants-2016_05
特許番号
US09334366B2

反応ノート

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