Pivaloyl chloride → HCID 86752539, compound

HRID 1289466Notes

Reaction equation

HRID 1289466 reaction equation
[CH:1]1[C:6]2[CH2:7][C@H:8]3[N:13]([CH2:14][CH:15]4[CH2:18][CH2:17][CH2:16]4)[CH2:12][CH2:11][C@:10]45[C@H:19]([C@@H:21]([OH:24])[CH2:22][CH2:23][C@@:9]34[OH:25])[O:20][C:4]([C:5]=25)=[C:3]([OH:26])[CH:2]=1.[C:27](Cl)(=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29]>C(Cl)Cl>[CH:1]1[C:6]2[CH2:7][C@H:8]3[N:13]([CH2:14][CH:15]4[CH2:18][CH2:17][CH2:16]4)[CH2:12][CH2:11][C@:10]45[C@H:19]([C@@H:21]([OH:24])[CH2:22][CH2:23][C@@:9]34[OH:25])[O:20][C:4]([C:5]=25)=[C:3]([OH:26])[CH:2]=1.[C:27]([O-:32])(=[O:20])[C:28]([CH3:31])([CH3:30])[CH3:29]

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 5311304Nalbuphine

Product 1

HCID 86752539HCID 86752539, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

75 mL of methylene chloride and 3.75 g (0.01 mole) of nalbuphine were placed in a 250-mL ice-bathed round-bottomed flask. While stirring, 0.01 mole of pivaloyl chloride dissolved in 20 mL of methylene chloride was added gradually. Following the procedure as described in Example 1, pure nalbuphine pivalate was obtained. The physical data are shown in Table 1 and FIGS. 6, 7 and 8.

Workup

  1. additionwas added gradually

Sources & evidence

ORD record
ord-2b1094df3d994fc5a56eaef7e40d4eca
Source dataset
uspto-grants-1998_05
Patent number
US05750534

Reaction notes

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