Methanol → HCID 21707608, compound

HRID 1595070Notes

Reaction equation

HRID 1595070 reaction equation
[OH:1][C:2]1[C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:16]([O:18][CH3:19])=[O:17])[CH:8]=2)[CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].O.CO.Br[CH2:30][CH2:31][CH2:32][Cl:33]>CN(C)C=O>[Cl:33][CH2:32][CH2:31][CH2:30][O:1][C:2]1[C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:16]([O:18][CH3:19])=[O:17])[CH:8]=2)[CH:3]=1

Participants

7

Reactant 5

HCID 887MethanolHCID 962WaterHCID 80061-Bromo-3-chloropropaneHCID 10340Sodium CarbonateHCID 11391300HCID 11391300, compound

Product 1

HCID 21707608HCID 21707608, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.1 g of 2-hydroxy-3,6-dimethoxycarbonyl naphthalene was suspended in 30 g of N,N-dimethylformamide and 1.6 g of 1-bromo-3-chloropropane, 1.5 g of sodium carbonate and 0.1 g of polyethyleneglycol (average molecular weight 3000) were added thereto and reacted for 15 hours at 50° C. Then, the reaction mixture was poured into a mixed solution of 400 g of water and 100 g of methanol, about 1 hour after, the precipitates were collected by filtration. The filtrate was washed well with methanol and water and dried to give 2-(3′-chloropropyloxy)-3,6-dimethoxy carbonyl naphthalene as 2.6 g of pale yellow powder(melting point: 115° C.).

Workup

  1. customreacted for 15 hours at 50° C
  2. filtrationwere collected by filtration
  3. washThe filtrate was washed well with methanol and water
  4. customdried

Sources & evidence

ORD record
ord-439544e29e6147748032bcec23fc5d1f
Source dataset
uspto-grants-2001_09
Patent number
US06284924B1

Reaction notes

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