Diisopropylethylamine → 5-Tert-butyl-2-methoxy-3-nitrobenzonitrile

HRID 735799노트

반응식

HRID 735799 반응식
[C:1]([C:5]1[CH:6]=[C:7]([N+:14]([O-:16])=[O:15])[C:8]([OH:13])=[C:9]([CH:12]=1)[C:10]#[N:11])([CH3:4])([CH3:3])[CH3:2].[CH:17](N(CC)C(C)C)(C)C.C[Si](C=[N+]=[N-])(C)C>CO.C(#N)C>[C:1]([C:5]1[CH:6]=[C:7]([N+:14]([O-:16])=[O:15])[C:8]([O:13][CH3:17])=[C:9]([CH:12]=1)[C:10]#[N:11])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 167693TrimethylsilyldiazomethaneHCID 589806535-Tert-butyl-2-hydroxyl-3-nitro-benzonitrile

생성물 1

HCID 508831995-Tert-butyl-2-methoxy-3-nitrobenzonitrile수율 99.9%

시약·촉매·용매 1

HCID 21959252Acetonitrile methanol용매

실험 절차

The above nitrile (0.5 g, 2.27 mmol) was taken up in 1:9 methanol/acetonitrile (20 mL). N,N-diisopropylethylamine (1.1 mL, 6.35 mmol) was added dropwise followed by (trimethylsilyl)diazomethane (3.2 mL, 6.35 mmol). The reaction was stirred until the bubbling stopped (20 min) and the reaction was quenched with water. The water was extracted 3× with methylene chloride, dried over Na2SO4, filtered, and concentrated in vacuo to give 5-tert-butyl-2-methoxy-3-nitro-benzonitrile (0.531 g, 99%) as a yellow solid.

후처리

  1. custom(20 min)
  2. customthe reaction was quenched with water
  3. extractionThe water was extracted 3× with methylene chloride
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-849f861350ba48708559e41fb9aaf381
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592332B2

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