Hydroquinone → 2-(Benzylsulfanyl)ethyl 2-(4-hydroxyphenoxy)propanoate
反応式
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:16]([CH3:30])[C:17]([O:19][CH2:20][CH2:21][S:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:18]>CN(C)C=O>[OH:2][C:1]1[CH:8]=[CH:7][C:5]([O:6][CH:16]([CH3:30])[C:17]([O:19][CH2:20][CH2:21][S:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:18])=[CH:4][CH:3]=1参加物
実験手順
12,1 g of hydroquinone were dissolved in 60 ml of dry dimethylformamide, and while blowing a slow stream of nitrogen into the solution, 31,7 g of potassium carbonate were added thereto at room temperature whilst stirring. Then the mixture was heated to 90° to 95° C. for one hour with stirring. The mixture was cooled to 60° C., and 30.3 g of 2-benzylthioethyl 2-bromopropionate were added dropwise thereto. After the addition was completed, the mixture was further heated to 90° C. for 2 hours. After cooling the reaction mixture to room temperature, it was poured into ice-water and adjusted to pH 7. Then it was extracted with 100 ml of chloroform. The organic phase was dried and the chloroform was distilled off under reduced pressure. The end product of 2-benzylthioethyl 2-(4-hydroxy-phenoxy)-propionate was obtained in a yield of 25.2 g in the form of a brown oil. nD20 =1.5706.
後処理
- additionwere added
- temperatureThen the mixture was heated to 90° to 95° C. for one hour
- stirringwith stirring
- temperatureThe mixture was cooled to 60° C.
- additionAfter the addition
- temperaturethe mixture was further heated to 90° C. for 2 hours
- temperatureAfter cooling the reaction mixture to room temperature
- extractionThen it was extracted with 100 ml of chloroform
- customThe organic phase was dried
- distillationthe chloroform was distilled off under reduced pressure
出典と根拠
- ORDレコード
- ord-c5e290eef0af443d9d68a003b9e7fe79
- 出典データセット
- uspto-grants-1985_02
- 特許番号
- US04500346
反応ノート
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