Benzyl formate → HCID 68499596、化合物

HRID 1176227

反応式

HRID 1176227 の反応式
[CH3:1][O:2][C:3]1[CH:27]=[CH:26][CH:25]=[CH:24][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH:18]2[OH:23])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35]>C(OCC)(=O)C>[OH:23][CH:18]1[CH:17]([C:14]2[CH:15]=[CH:16][C:11]([O:10][CH2:9][CH2:8][CH2:7][O:6][CH2:5][C:4]3[CH:24]=[CH:25][CH:26]=[CH:27][C:3]=3[O:2][CH3:1])=[CH:12][CH:13]=2)[CH2:22][CH2:21][N:20]([C:34]([O:36][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[O:35])[CH2:19]1

参加物

5

反応物 3

HCID 7708Benzyl formateHCID 10340Sodium CarbonateHCID 68503440HCID 68503440、化合物

生成物 1

HCID 68499596HCID 68499596、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

The solution of 3.0 g of 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidin-3-ol in 30 ml of ethyl acetate is cooled to 0° C. with stirring and admixed with 30 ml of saturated aqueous sodium carbonate solution. At 0-5° C., 1.32 ml of benzyl formate are added dropwise. After 10 minutes, the reaction mixture is poured onto water (250 ml) and extracted with ethyl acetate (2×250 ml). The organic phases are washed with brine (1×250 ml), dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a yellow oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.35 (1:1 EtOAc-heptane); Rt=5.94. m.p. 71-73° C.

後処理

  1. additionthe reaction mixture is poured onto water (250 ml)
  2. extractionextracted with ethyl acetate (2×250 ml)
  3. washThe organic phases are washed with brine (1×250 ml)
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-ed19945ce2944ad89c9b8528d6d1a000
出典データセット
uspto-grants-2010_11
特許番号
US07842688B2

関連ノート

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