1,2-Dichloroethane → 2-(Benzyloxy)-2-oxoethyl 4-(cyclopropylmethoxy)-3-formylbenzoate

HRID 1776572ノート

反応式

HRID 1776572 の反応式
C(Cl)CCl.[OH:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].[CH:17]1([CH2:20][O:21][C:22]2[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][C:23]=2[CH:31]=[O:32])[CH2:19][CH2:18]1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH:17]1([CH2:20][O:21][C:22]2[CH:30]=[CH:29][C:25]([C:26]([O:5][CH2:6][C:7]([O:9][CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[O:8])=[O:27])=[CH:24][C:23]=2[CH:31]=[O:32])[CH2:19][CH2:18]1

参加物

6

反応物 3

HCID 111,2-DichloroethaneHCID 561337Benzyl 2-hydroxyacetateHCID 866795274-(Cyclopropylmethoxy)-3-formylbenzoic acid

生成物 1

HCID 866795282-(Benzyloxy)-2-oxoethyl 4-(cyclopropylmethoxy)-3-formylbenzoate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

EDC (2.52 g, 13.16 mmol) was added to a solution of compound benzyl 2-hydroxyacetate (2.02 g, 12.15 mmol), 4-(cyclopropylmethoxy)-3-formylbenzoic acid (2.23 g, 10.13 mmol), and DMAP (247 mg, 2.03 mmol) in DCM (20 ml) at RT under nitrogen atmosphere. The mixture was stirred at RT overnight. The mixture was then diluted with DCM and washed with NaHCO3 sat. sol., HCl 0.1M and brine. The organic phase was dried over Na2SO4, and the solvent was evaporated. 2-(benzyloxy)-2-oxoethyl 4-(cyclopropylmethoxy)-3-formylbenzoate was obtained (3.73 g, quantitative yield).

後処理

  1. washwashed with NaHCO3 sat. sol., HCl 0.1M and brine
  2. dry with materialThe organic phase was dried over Na2SO4
  3. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-70afe14a30e54ea3be47260b4c2dba55
出典データセット
uspto-grants-2016_02
特許番号
US09265768B2

反応ノート

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