Acetic Acid → 3-Aminomethyl-5-methyl-phenyl boronic acid

HRID 1798553노트

반응식

HRID 1798553 반응식
[CH:1]([C:3]1[CH:4]=[C:5]([B:10]([OH:12])[OH:11])[CH:6]=[C:7]([CH3:9])[CH:8]=1)=O.[NH3:13].C(O)(=O)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[NH2:13][CH2:1][C:3]1[CH:4]=[C:5]([B:10]([OH:12])[OH:11])[CH:6]=[C:7]([CH3:9])[CH:8]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 222AmmoniaHCID 5049666Sodium triacetoxyborohydrideHCID 16217687(3-Formyl-5-methylphenyl)boronic acid

생성물 1

HCID 866336493-Aminomethyl-5-methyl-phenyl boronic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-Formyl-5-methylphenylboronic acid (1 eq, 3.05 mmol, 0.5 g) in dry DCM (5 ml) under an inert atmosphere of argon is treated with ammonia solution 35% (1.1 eq, 3.35 mmol, 0.185 ml) followed by acetic acid (1.1 eq, 3.35 mmol, 0.192 ml) and NaBH(OAc)3 (1.2 eq, 3.66 mmol, 0.776 mg) and the resulting mixture is stirred at room temperature overnight. The reaction is quenched by addition of acetonitrile and filtered under vacuum. The filtrate is concentrated in vacuo to afford the title compound which is used without further purification.

후처리

  1. customThe reaction is quenched by addition of acetonitrile
  2. filtrationfiltered under vacuum
  3. concentrationThe filtrate is concentrated in vacuo

출처 및 근거

ORD 기록
ord-73da5202ab4c4a2f9f368d9674fbcfa3
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08343966B2

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