Neopentyl glycol → 2-(4-Benzyloxy-3-propoxyphenyl)-5,5-dimethyl-1,3-dioxane

HRID 987868ノート

反応式

HRID 987868 の反応式
[CH3:1][C:2]([CH2:6][OH:7])([CH2:4][OH:5])[CH3:3].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:20]([O:27][C:28]1[CH:35]=[CH:34][C:31]([CH:32]=O)=[CH:30][C:29]=1[O:36][CH2:37][CH2:38][CH3:39])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1(C)C=CC=CC=1>[CH2:20]([O:27][C:28]1[CH:35]=[CH:34][C:31]([CH:32]2[O:7][CH2:6][C:2]([CH3:3])([CH3:1])[CH2:4][O:5]2)=[CH:30][C:29]=1[O:36][CH2:37][CH2:38][CH3:39])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

参加物

5

反応物 3

HCID 31344Neopentyl glycolHCID 521998p-Toluenesulfonic acid monohydrateHCID 229870904-Benzyloxy-3-propoxybenzaldehyde

生成物 1

HCID 229870842-(4-Benzyloxy-3-propoxyphenyl)-5,5-dimethyl-1,3-dioxane収率 64.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

1.45 g (13.9 mmol) of neopentylglycol and 88 mg (0.46 mmol) of p-toluenesulfonic acid monohydrate were added to a solution of 1.25 g (4.63 mmol) of 4-benzyloxy-3-propoxybenzaldehyde in 50 ml of toluene and then refluxed for 1 hour under a water separator. Thereafter, the reaction mixture was cooled to room temperature and partitioned between toluene and a saturated sodium bicarbonate solution, and the organic phase was washed several times with water, dried over magnesium sulfate, filtered and evaporated down. Crystallization of the residue from 10 ml of diethyl ether gave 1.07 g of 2-(4-benzyloxy-3-propoxyphenyl)-5,5-dimethyl-1,3-dioxane.

後処理

  1. temperaturerefluxed for 1 hour under a water separator
  2. custompartitioned between toluene
  3. washa saturated sodium bicarbonate solution, and the organic phase was washed several times with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated down
  7. customCrystallization of the residue from 10 ml of diethyl ether

出典と根拠

ORDレコード
ord-9c85a1abfe0f453183a73acca23d2827
出典データセット
uspto-grants-2003_10
特許番号
US06632909B2

反応ノート

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