Benzaldehyde → N-Benzyl-4-iodoaniline

HRID 2198866ノート

反応式

HRID 2198866 の反応式
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.B>C(COC)OC.O1CCCC1>[CH2:9]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([I:1])=[CH:3][CH:4]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 3

HCID 240BenzaldehydeHCID 6331BoraneHCID 108934-Iodoaniline

生成物 1

HCID 14944691N-Benzyl-4-iodoaniline

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

2.19 Grams of p-iodoaniline and 1.06 g of benzaldehyde were dissolved in 50 ml of glyme and the resulting solution heated to 60° for two hours. The temperature was maintained for an additional hour after the addition of 30 ml of a 1 M solution of borane in tetrahydrofuran. The excess boron hydride was then destroyed by the addition of about 10 ml of methanol. To this mixture was added 100 ml of a 0.3 M solution of sodium hydroxide and the resulting solution extracted with 100 ml of ether to yield N-benzyl-p-iodoaniline, Rf =0.70.

後処理

  1. temperaturethe resulting solution heated to 60° for two hours
  2. temperatureThe temperature was maintained for an additional hour
  3. customThe excess boron hydride was then destroyed by the addition of about 10 ml of methanol
  4. additionTo this mixture was added 100 ml of a 0.3 M solution of sodium hydroxide
  5. extractionthe resulting solution extracted with 100 ml of ether

出典と根拠

ORDレコード
ord-c338f211e2064813b4976c7419d92d7d
出典データセット
uspto-grants-1982_11
特許番号
US04360511

反応ノート

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