Phosphorus pentachloride → 2-t-Butoxycarbonylamino-1-chloro-1-(2-thienyl)ethane

HRID 256060Notes

Reaction equation

HRID 256060 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]([C:12]1[S:13][CH:14]=[CH:15][CH:16]=1)O)=[O:7])([CH3:4])([CH3:3])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:18]>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]([Cl:18])[C:12]1[S:13][CH:14]=[CH:15][CH:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 13854069Carbamic acid, [2-hydroxy-2-(2-thienyl)ethyl]-, 1,1-dimethylethyl ester

Product 1

HCID 138540702-t-Butoxycarbonylamino-1-chloro-1-(2-thienyl)ethane

Procedure

Following the procedure described in Example 42(b), 15 g of 2-t-butoxycarbonylamino-1-(2-thienyl)ethanol were chlorinated using phosphorus pentachloride to afford 13.6 g of the title product as crystals melting at 40°-43° C. This substance was used for next step without purification because it was decomposed by silica gel column chromatography.

Sources & evidence

ORD record
ord-d545e62841c642bca6e98f9aa3aecc6d
Source dataset
uspto-grants-1987_10
Patent number
US04699905

Reaction notes

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