Dichloromethane → HCID 19838481, compound

HRID 476759Notes

Reaction equation

HRID 476759 reaction equation
[NH2:1][CH:2]1[CH2:14][C:13]2[C:5](=[CH:6][C:7]3[CH2:11][CH2:10][O:9][C:8]=3[CH:12]=2)[CH2:4][CH2:3]1.Br[CH:16]([OH:18])[CH3:17].C(Cl)Cl.[OH-].[Na+]>O>[OH:18][CH2:16][CH2:17][NH:1][CH:2]1[CH2:14][C:13]2[C:5](=[CH:6][C:7]3[CH2:11][CH2:10][O:9][C:8]=3[CH:12]=2)[CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 14202443Ethanol, 1-bromo-HCID 14234814HCID 14234814, compound

Product 1

HCID 19838481HCID 19838481, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.7 g of 7-amino-2,3,5,6,7,8-hexahydronaphtho-[2,3-b]furan, 5 g of bromoethanol, 40 ml of methylene chloride, 12 ml of 40% strength sodium hydroxide in water and 1 g of Triton B are stirred vigorously at room temperature for 48 hours. After separation following settling, the methylene chloride is evaporated off in the cold and the residue is taken up with ethyl ether, which is exhaustively extracted with hydrochloric acid. The alkalinized acid phases yield an oil having the expected structure.

Workup

  1. customAfter separation
  2. customthe methylene chloride is evaporated off in the cold and the residue
  3. extractionis exhaustively extracted with hydrochloric acid
  4. customThe alkalinized acid phases yield an oil

Sources & evidence

ORD record
ord-2b0e5ca05f314179bf920594c750dbdb
Source dataset
uspto-grants-1989_12
Patent number
US04885373

Reaction notes

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