Thionyl Chloride → HCID 68684503, compound

HRID 638959Notes

Reaction equation

HRID 638959 reaction equation
[C:1]([O:5][C:6](=[O:27])[CH2:7][N:8]([CH:14]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:9][CH:10](O)[CH2:11][CH3:12])([CH3:4])([CH3:3])[CH3:2].O=S(Cl)[Cl:30]>C(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:27])[CH2:7][N:8]([CH:14]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:9][CH:10]([Cl:30])[CH2:11][CH3:12])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68686380HCID 68686380, compound

Product 1

HCID 68684503HCID 68684503, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of [benzhydryl-(2-hydroxybutyl)amino]acetic acid tert-butyl ester (7.4 g, 20 mmol, 1 eq.) in dry CHCl3 (50 mL) at 0° C. was added SOCl2 (3.13 mL, 43 mmol, 2.15 eq.) dropwise. After 30 min, the solvent was removed in vacuo to afford [benzhydryl-(2-chlorobutyl)amino]acetic acid tert-butyl ester (99% crude yield), which was used without further purification. ESMS: 388.3 [M+H].

Workup

  1. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-85b41d26b18b4b7595288fa49d2092fa
Source dataset
uspto-grants-2010_04
Patent number
US07691843B2

Reaction notes

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