Diethyl Ether → HCID 67853610, compound

HRID 326304Notes

Reaction equation

HRID 326304 reaction equation
[Cl:1][C:2]1[C:3]([O:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:4]([Cl:20])[C:5]2[O:15][C:9]3([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]3)[CH2:8][C:7](=[O:16])[C:6]=2[C:17]=1[O:18]C.B(Cl)(Cl)Cl.ClCCl.C(OCC)C>CCCCCC>[Cl:1][C:2]1[C:3]([O:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:4]([Cl:20])[C:5]2[O:15][C:9]3([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]3)[CH2:8][C:7](=[O:16])[C:6]=2[C:17]=1[OH:18]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 25135Boron TrichlorideHCID 19736727HCID 19736727, compound

Product 1

HCID 67853610HCID 67853610, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

According to the procedure of Preparation 66 employing ethyl 2-{(6,8-dichloro-5-methoxy-3,4-dihydro-4-oxospiro[2H-1-benzopyran-2,1'-cyclohexan]-7-yl)oxy}acetate (65-1, prepared in Preparation 65) (0.635 g, 1.52 mmol) and 2M boron trichloride solution in dichloromethane (1.7 ml, 3.4 mmol), the title compound is prepared as a crystalline solid (0.60 g, yield 98%). Recrystallizaton from a mixture of diethyl ether and hexane gives a product having a melting point of 134°-135° C.

Workup

  1. customgives a product

Sources & evidence

ORD record
ord-2f368c7df7fa4e868542527bcfa8fa23
Source dataset
uspto-grants-1993_12
Patent number
US05268386

Reaction notes

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