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

HRID 987868노트

반응식

HRID 987868 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9c85a1abfe0f453183a73acca23d2827
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06632909B2

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