Water → Codeine

HRID 34988

반응식

HRID 34988 반응식
[CH:1]1[C:17]2[CH2:16][C@H:15]3[N:18]([CH2:20][CH2:21][C@@:7]45[C@H:14]3[CH:13]=[CH:12][C@H:10]([OH:11])[C@@H:8]4[O:9][C:5]([C:6]=25)=[C:3]([OH:4])[CH:2]=1)[CH3:19].[C:22](=O)([O-])[O-].[K+].[K+].O>[Cl-].C[N+](C)(C)C1C=CC=CC=1.C1(C)C=CC=CC=1>[CH3:19][N:18]1[C@@H:15]2[CH2:16][C:17]3[CH:1]=[CH:2][C:3]([O:4][CH3:22])=[C:5]4[O:9][C@H:8]5[C@@H:10]([OH:11])[CH:12]=[CH:13][C@@H:14]2[C@:7]5([C:6]=34)[CH2:21][CH2:20]1

참가 물질

6

반응물 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 5288826Morphine

생성물 1

HCID 5284371Codeine수율 95.6%

시약·촉매·용매 2

HCID 67309Phenyltrimethylammonium chloride촉매HCID 1140Toluene용매

실험 절차

Morphine of 89.0% purity 320 parts (1 mole part), potassium carbonate 552 parts (4 moles part), water 65 parts and trimethylphenylammonium chloride 188 parts (1.1 moles part) are heated under stirring in toluene (4000 parts) at 45° to 120° C. for 2 to 8 hrs. to yield 296 parts codeine (95.6% yield after workup as in Example 1.

출처 및 근거

ORD 기록
ord-de6aa70261ab4783b10797d3fce05e0e
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04764615

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