Water → 4-Methoxybenzo[d][1,3]dioxole

HRID 1179224

반응식

HRID 1179224 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([OH:9])[C:4]=1[OH:10].Br[CH2:12]Cl.O>CN(C=O)C>[CH3:1][O:2][C:3]1[C:4]2[O:10][CH2:12][O:9][C:5]=2[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 6333BromochloromethaneHCID 136223-Methoxycatechol

생성물 1

HCID 5924784-Methoxybenzo[d][1,3]dioxole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3-methoxy-benzene-1,2-diol (1.161 g, 8.28 mmol) in DMF (10 mL) was added to bromo-chloro-methane (611 ul, 1.1 equivalents) and stirred at 90 degrees Celsius for 4 hours. The mixture was poured into water and extracted with dichloromethane. The organic layer was poured thru a phase separator cartridge and concentrated to dryness. The crude product is a yellow liquid. The liquid was purified by column chromatography yielding 1.21 g, (96%). 1H-NMR (DMSO, 500 MHz) 6.7 (t, 1H), 6.63 (d, 1H), 6.58 (d, 1H), 5.97 (s, 2H), 3.83 (s, 3H)HPLC (method A) 2.86 min.

후처리

  1. extractionextracted with dichloromethane
  2. additionThe organic layer was poured thru a phase separator cartridge
  3. concentrationconcentrated to dryness
  4. customThe liquid was purified by column chromatography
  5. customyielding 1.21 g, (96%)
  6. customs, 3H)HPLC (method A) 2.86 min.

출처 및 근거

ORD 기록
ord-b76f1394950c4580a504f32f244b457c
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279469B2

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