HCID 53911448, compound → HCID 18651194, compound

HRID 1590397Notes

Reaction equation

HRID 1590397 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[Br:8].[CH2:13]([Zn]CC)C>CCCCCC>[Br:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[CH2:13][C@H:10]2[CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[Br:8]

Participants

4

Reactant 2

HCID 53911448HCID 53911448, compoundHCID 178418750HCID 178418750, compound

Product 1

HCID 18651194HCID 18651194, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The above alcohol (2 g) was treated with diethyl zinc (35 ml) and dioodomethyl 15.52 ml) in hexane in the usual manner to give (±)-[Trans-2-(3,4-dibromophenyl)cyclopropyl]methanol (1.3 g). NMR 1H: 7.40(1H,d), 7.30(1H,d), 6.76(1H,dd), 3.53(2H,d), 2.30(1H,s), 1.68(1H,m), 1.33(1H,m), 0.87(2H,m).

Sources & evidence

ORD record
ord-e9cd66a7d05949778ab83d41fbe5d2fb
Source dataset
uspto-grants-1993_04
Patent number
US05202356

Reaction notes

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