Acetone → Methylnaltrexone Bromide

HRID 47066

反応式

HRID 47066 の反応式
[CH2:1]1[CH:3]([CH2:4][N:5]2[C@@H:15]3[CH2:16][C:17]4[CH:22]=[CH:21][C:20]([OH:23])=[C:19]5[O:24][C@H:9]6[C:10]([CH2:12][CH2:13][C@:14]3([OH:25])[C@:8]6([C:18]=45)[CH2:7][CH2:6]2)=[O:11])[CH2:2]1.[CH3:26]C(C)=O.C[Br:31]>CN(C)C=O>[CH3:26][N+:5]1([CH2:4][CH:3]2[CH2:2][CH2:1]2)[C@@H:15]2[CH2:16][C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[C:19]4[O:24][C@H:9]5[C:10]([CH2:12][CH2:13][C@:14]2([OH:25])[C@:8]5([C:18]=34)[CH2:7][CH2:6]1)=[O:11].[Br-:31]

参加物

5

反応物 3

HCID 180AcetoneHCID 6323Methyl BromideHCID 5360515Naltrexone

生成物 1

HCID 5361917Methylnaltrexone Bromide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2.5 gm (7.35 millimols) of N-cyclopropylmethylnoroxymorphone were dissolved in a mixture consisting of 50 ml of absolute acetone and 0.5 ml of dimethylformamide, and the resulting solution was admixed with 4.25 gm (44.8 millimols) of methyl bromide. The reaction mixture was then allowed to stand for three weeks at room temperature in a sealed pressure vessel. Thereafter, the contents of the vessel were evaporated, and the residue was crystallized from methanol and recrystallized from methanol/ether, yielding 1.0 gm of the methobromide which had a melting point of 253° C.

後処理

  1. waitto stand for three weeks at room temperature in a sealed pressure vessel
  2. customThereafter, the contents of the vessel were evaporated
  3. customthe residue was crystallized from methanol
  4. customrecrystallized from methanol/ether
  5. customyielding 1.0 gm of the methobromide which

出典と根拠

ORDレコード
ord-8fd4968a3ead4b3c877730306a53b82c
出典データセット
uspto-grants-1979_11
特許番号
US04176186

関連ノート

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