Sulfuric Acid → (4S)-4-(2-tetrahydropyranyloxy)-2-nonynal

HRID 973339ノート

反応式

HRID 973339 の反応式
[OH:1][C@@H:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:3]#[C:4][CH:5]=[O:6].[O:12]1[CH:17]=[CH:16][CH2:15][CH2:14][CH2:13]1.S(=O)(=O)(O)O>O.CCOCC>[O:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[O:1][C@@H:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:3]#[C:4][CH:5]=[O:6]

参加物

6

反応物 3

HCID 1118Sulfuric AcidHCID 80803,4-dihydro-2H-pyranHCID 86735171(4S)-4-hydroxy-2-nonynal

生成物 1

HCID 86735172(4S)-4-(2-tetrahydropyranyloxy)-2-nonynal

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

A mixture of (4S)-4-hydroxy-2-nonynal (41.6 g., 0.27 mole) and dihydropyran (33.6 g., 0.4 mole) is cooled to 5° by means of an ice bath and is treated with 0.2 mole of concentrated sulfuric acid. This is allowed to warm to room temperature and stand 17 hours. It is then diluted with water. The oily product is taken up in ether, washed with sodium bicarbonate solution and water and dried over sodium sulfate. Distillation affords (4S)-4-(2-tetrahydropyranyloxy)-2-nonynal as a colorless oil.

後処理

  1. temperatureis cooled to 5° by means of an ice bath
  2. washwashed with sodium bicarbonate solution and water
  3. dry with materialdried over sodium sulfate
  4. distillationDistillation

出典と根拠

ORDレコード
ord-4b333c9749534a9cbe1332309c788255
出典データセット
uspto-grants-1977_10
特許番号
US04055597

反応ノート

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