Butylethylamine → HCID 70586124, compound

HRID 1701438Notes

Reaction equation

HRID 1701438 reaction equation
[OH:1][C@@H:2]1[CH2:21][CH2:20][C@@:19]2([CH3:22])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:18]2[C@@H:17]([O:23][C:24](=[O:27])[CH2:25]I)[CH2:16][C@@:15]2([CH3:28])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:14])[CH3:13])[CH2:3]1.[CH2:29]([NH:33][CH2:34][CH3:35])[CH2:30][CH2:31][CH3:32]>ClCCl>[CH2:29]([N:33]([CH2:25][C:24]([O:23][C@H:17]1[CH2:16][C@@:15]2([CH3:28])[C@@H:8]([CH2:9][CH2:10][C@@H:11]2[C:12](=[O:14])[CH3:13])[C@H:7]2[C@H:18]1[C@:19]1([CH3:22])[C@@H:4]([CH2:5][CH2:6]2)[CH2:3][C@H:2]([OH:1])[CH2:21][CH2:20]1)=[O:27])[CH2:34][CH3:35])[CH2:30][CH2:31][CH3:32]

Participants

4

Reactant 2

HCID 25914ButylethylamineHCID 86736867HCID 86736867, compound

Product 1

HCID 70586124HCID 70586124, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3α-Hydroxy-11β-iodoacetoxy-5α-pregnan-20-one (1.5 g) was stirred with N-butyl-N-ethylamine (3 ml) in dichloromethane (60 ml) at 20° for 21 hours. The solution was washed with water and the solvent was evaporated at reduced pressure. The residue was triturated with water giving a solid which was recrystallised from aqueous methanol to give title compound (1.2 g), m.p. 111°-112.5°, [α]D +93.5°.

Workup

  1. washThe solution was washed with water
  2. customthe solvent was evaporated at reduced pressure
  3. customThe residue was triturated with water giving a solid which
  4. customwas recrystallised from aqueous methanol

Sources & evidence

ORD record
ord-f43bbe0607bc446dabf5ec3318ddbbe6
Source dataset
uspto-grants-1980_03
Patent number
US04192871

Reaction notes

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