ChemicalBook CAS DataBase List 3-O-Methyldopamine hydrochloride

3-O-Methyldopamine hydrochloride synthesis

8synthesis methods

Product Name:3-O-Methyldopamine hydrochloride
CAS Number:1477-68-5
Molecular formula:C9H13NO2.ClH
Molecular Weight:203.67

Phenol, 2-methoxy-4-(2-nitroethyl)- (9CI)

528594-30-1
57 suppliers
inquiry

1477-68-5
170 suppliers
$25.00/50mg

Yield:1477-68-5 72%

Reaction Conditions:

Stage #1:2-methoxy-4-(2-nitroethyl)phenol with hydrogenchloride;zinc in water;ethyl acetate at 50 - 70; for 3 h;
Stage #2: with hydrogenchloride in methanol at -20; for 2 h;

Steps:

1.1 Step 1: Preparation of the key intermediate D (3-methoxy-4-hydroxyphenethylamine hydrochloride)
Obtained in the previous step C (8g, 40.6mmol) was added ethyl acetate, concentrated hydrochloric acid, heated to 70 deg. C, was slowly added with vigorous stirring activated zinc dust (35.0g, 546.5mmol), slow cooled to 50 deg. C after the addition was complete, the reaction for 3h, maintaining vigorous stirring during the reaction, TLC detection, after completion of the reaction was cooled to room temperature, filtered to remove the excess zinc, the filtrate was dried over anhydrous sodium sulfate, and then the filtrate was collected by filtration, and the filtrate concentrated to give an oil 4 (6.7g, 40.0mmol), oil 4 was added 4M / L hydrochloric acid - methanol solution, shook, freezed to -20 deg. C 2h, the precipitated solid was suction filtered to give D (3- methoxy-4-hydroxyphenethylamine hydrochloride) 6g (reaction yield of about: 72%).

References:

Chengdu Bestchiralbio Limited-Liability Company;Li, Dequn CN105481849, 2016, A Location in patent:Paragraph 0251; 0252; 0253; 0254; 0257

FullText

6178-42-3 Synthesis