1-Chloroethyl chloroformate → HCID 131718534, compound

HRID 1728648Notes

Reaction equation

HRID 1728648 reaction equation
Cl.C[N:3]1[CH2:8][CH2:7][C@@H:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)[C@H:5]([CH2:18][O:19][C:20]2[CH:25]=[CH:24][C:23]3[O:26][CH2:27][O:28][C:22]=3[CH:21]=2)[CH2:4]1.[Cl:29]C(OC(Cl)C)=O>ClCCCl>[ClH:29].[CH2:27]1[O:26][C:23]2[CH:24]=[CH:25][C:20]([O:19][CH2:18][C@H:5]3[C@H:6]([C:9]4[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=4)[CH2:7][CH2:8][NH:3][CH2:4]3)=[CH:21][C:22]=2[O:28]1

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 131718535HCID 131718535, compound

Product 1

HCID 131718534HCID 131718534, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Was prepared from compound (1) (2.4 g) by treatment with 1-chloroethyl chloroformate (1.02 g) in 1,2-dichloroethane (100 ml) as described by Olofson et. al (J. Org. Chem. 49 (1984) 2081). Rinse up on a silica gel column gave 1.5 g of compound (6). M.p. 95°-100° C.

Workup

  1. washRinse up on a silica gel column

Sources & evidence

ORD record
ord-6a6038daf2af422283fed0c2ebaa3bd2
Source dataset
uspto-grants-1994_07
Patent number
US05328917

Reaction notes

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