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Hydrochloric Acid → 2-Ethyl-2-((2-Hydroxymethylphenyl)thiomethyl)hexenal
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 2-Mercaptobenzenemethanol | HCID 138278 | — |
| 反応物 | Mercaptobenzyl alcohol | HCID 5251295 | — |
| 反応物 | 2-Ethyl-2-(mesyloxymethyl)hexanal | HCID 11572217 | — |
| 溶媒 | Diglyme | HCID 8150 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 2-Ethyl-2-((2-Hydroxymethylphenyl)thiomethyl)hexenal | HCID 54430931 | 107.8% |
反応手順
A mixture of 5.0 g (0.036 mole) of 2-mercaptobenzyl alcohol, 6.4 g (0.032 mole) of 1, 3.6 g (0.036 mole) of triethylamine and 25 mL of 2-methoxyethyl ether was held at reflux for 7 h. Additional 1.1 g of mercaptobenzyl alcohol and 0.72 g of triethylamine was added to the reaction mixture and the mixture was held at reflux for additional 16 h. The reaction mixture was cooled and poured into 6N HCl and extracted with methylene chloride. The methylene chloride extract was washed twice with 10% NaOH, dried over MgSO4 and concentrated in vacuo to give 9.6 g of residue. Purification by HPLC (20% EtOAc-hexane) gave 3.7 g (41%) of 16 as an oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06642268B2 |
| 出典データセット | uspto-grants-2003_11 |
| ORD ID | ord-f7dd7cd9bbc04888b4817b8ee5124c3b |
| 出典メモ | uspto-grants-2003_11 |