Methylparaben → Methyl 4-(2,2-diethoxyethoxy)benzoate

HRID 504061ノート

反応式

HRID 504061 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:19][CH:20]([O:24][CH2:25][CH3:26])[O:21][CH2:22][CH3:23]>C1COCC1>[CH2:22]([O:21][CH:20]([O:24][CH2:25][CH3:26])[CH2:19][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1)[CH3:23]

参加物

5

反応物 3

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-

生成物 1

HCID 10084384Methyl 4-(2,2-diethoxyethoxy)benzoate収率 94.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

A mixture containing 10 g of methyl 4-hydroxybenzoate and 22.71 g of K2CO3 in 100 ml of THF is heated at 100° C. for 5 min and cooled to room temperature, 15.54 g of 2-bromo-1,1-diethoxyethane are added and the mixture is stirred for 2 hours at room temperature and then for 32 hours at 100° C., and is allowed to return to room temperature. The inorganic material is filtered off and then rinsed with DMF. The filtrate is evaporated and then taken up in DCM, washed with water (3 times) and then with saturated NaCl solution, dried over MgSO4 and evaporated. 16.68 g of the expected compound (greater than the theoretical mass) are obtained.

後処理

  1. temperaturecooled to room temperature
  2. waitfor 32 hours at 100° C.
  3. customto return to room temperature
  4. filtrationThe inorganic material is filtered off
  5. washrinsed with DMF
  6. customThe filtrate is evaporated
  7. washwashed with water (3 times)
  8. dry with materialwith saturated NaCl solution, dried over MgSO4
  9. customevaporated

出典と根拠

ORDレコード
ord-0dd55c2768c04c85bc33ae0bc218d349
出典データセット
uspto-grants-2010_08
特許番号
US07777041B2

反応ノート

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