Benzaldehyde → N-Benzyl-4-iodoaniline

HRID 2198866노트

반응식

HRID 2198866 반응식
[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

참가 물질

6

반응물 3

HCID 240BenzaldehydeHCID 6331BoraneHCID 108934-Iodoaniline

생성물 1

HCID 14944691N-Benzyl-4-iodoaniline

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c338f211e2064813b4976c7419d92d7d
출처 데이터셋
uspto-grants-1982_11
특허 번호
US04360511

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