Dimethylformamide → 4-(Bromomethyl)-2-hydroxybenzonitrile

HRID 1421724노트

반응식

OC[C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1O.C(Cl)Cl.[C:15]([Br:19])(Br)(Br)Br.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CN(C=[O:43])C>>[Br:19][CH2:15][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[C:5]([OH:43])[CH:4]=1

참가 물질

반응물 5

HCID 6228Dimethylformamide

HCID 6344Dichloromethane

HCID 11205Carbon tetrabromide

HCID 11776Triphenylphosphine

HCID 18779740HCID 18779740, 화합물

생성물 1

HCID 216969934-(Bromomethyl)-2-hydroxybenzonitrile

실험 절차

4-Hydroxymethyl-3-hydroxybenzonitrile (0.20 g, 1.34 mmol) was dissolved in DMF (5 mL): CH2Cl2 (5 mL), treated with CBr4 (0.666 g, 2.01 mmol) and Ph3P (0.527 g, 2.01 mmol), and stirred for 1.5 hr at ambient temperature. The reaction mixture was partitioned between EtOAc (100 mL)--H2O (100 mL), the organic layer separated, dried (MgSO4), filtered, and concentrated to give the title compound after chromatography (SiO2, 15% EtOAc in hexane).

후처리

customThe reaction mixture was partitioned between EtOAc (100 mL)
customH2O (100 mL), the organic layer separated
dry with materialdried (MgSO4)
filtrationfiltered
concentrationconcentrated

출처 및 근거

ORD 기록: ord-d115d187d94348a9843559abf98cfc0b
출처 데이터셋: uspto-grants-2000_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06077853

반응 노트

불러오는 중…