Trifluoroacetic acid → 3-(Hydroxymethyl)benzonitrile

HRID 635535

반응식

HRID 635535 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]N)#[N:2].N([O-])=[O:12].[Na+].FC(F)(F)C(O)=O>CN(C)C=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][OH:12])#[N:2]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 457594Benzonitrile, 3-(aminomethyl)-HCID 23668193Sodium Nitrite

생성물 1

HCID 27346773-(Hydroxymethyl)benzonitrile수율 52%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

m-Cyanobenzylamine (13.2 g), sodium nitrite (10.4 g), and dimethylformamide (100 ml) were mixed together, and the mixture was vigorously stirred at room temperature. Trifluoroacetic acid (22.8 g) was added dropwise to the mixture over one hour. After completion of addition, the mixture was further allowed to react at 100° C. for one hour. For the subsequent process, the procedure of Example 1 was repeated, to thereby obtain 6.9 g of m-cyanobenzyl alcohol (bp. 128-130° C./400 Pa) (yield 52%). The purity of the product was 98%.

후처리

  1. additionAfter completion of addition
  2. customto react at 100° C. for one hour

출처 및 근거

ORD 기록
ord-e100a947440847a994b06bc7d978a942
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06187945B1

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