Testosterone → Testosterone chloroformate

HRID 54201

Reaction equation

HRID 54201 reaction equation
[CH3:1][C@@:2]12[C@@H:10]([OH:11])[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[CH2:12][CH2:13][C:14]3[C@@:20]([CH3:21])([C@H:5]1[CH2:4][CH2:3]2)[CH2:19][CH2:18][C:16](=[O:17])[CH:15]=3.[C:22]([Cl:25])(Cl)=[O:23]>O1CCCC1.C1(C)C=CC=CC=1>[CH3:1][C@@:2]12[C@@H:10]([OH:11])[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[CH2:12][CH2:13][C:14]3[C@@:20]([CH3:21])([C@H:5]1[CH2:4][CH2:3]2)[CH2:19][CH2:18][C:16](=[O:17])[CH:15]=3.[Cl:25][C:22]([O-:23])=[O:11]

Participants

5

Reactant 2

HCID 6013TestosteroneHCID 6371Phosgene

Product 1

HCID 86750721Testosterone chloroformate

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

Testosterone chloroformate was prepared as follows. To a solution of testosterone (2 g, 7.0 mmol) dissolved in tetrahydrofuran (50 ml) was added a 1.93M solution of phosgene in toluene (33 ml). The resulting solution was stirred for 4 h at room temperature, concentrated under vacuum, and the resulting residue vacuum dried for approximately 30 minutes (2.88 g).

Workup

  1. concentrationconcentrated under vacuum
  2. customthe resulting residue vacuum dried for approximately 30 minutes (2.88 g)

Sources & evidence

ORD record
ord-b991a1c982d64672adc38b13b07157e4
Source dataset
uspto-grants-1997_04
Patent number
US05622944

Linked notes

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