HCID 73052642、化合物 → HCID 69098014、化合物

HRID 1503081ノート

反応式

HRID 1503081 の反応式
CON(C)[C:4]([CH2:6][C:7]1([CH2:10][C:11]([OH:13])=[O:12])[CH2:9][CH2:8]1)=[O:5].[CH3:15][Li]>C1COCC1>[O:5]=[C:4]([CH3:15])[CH2:6][C:7]1([CH2:10][C:11]([OH:13])=[O:12])[CH2:8][CH2:9]1

参加物

4

反応物 2

HCID 73052642HCID 73052642、化合物HCID 178418348HCID 178418348、化合物

生成物 1

HCID 69098014HCID 69098014、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 3.6 g crude {1-[(methoxy-methyl-carbamoyl)-methyl]-cyclopropyl}-acetic acid (18 mmole) in 54 ml of THF are added 24.5 ml of methyllithium (1.6 M solution in diethyl ether, 39.2 mmole, 2.2 eq) at <−75° C. Stirring is continued for 2 hours, then the mixture is quenched by addition of 2 ml of methanol and warmed to room temperature. 54 ml of water are added and the phases are separated. The aqueous product phase is washed with 27 ml of methyl tert-butyl ether, acidified to pH 2.5 by addition of conc. HCl and extracted three times with 27 ml ethyl acetate each. The combined organic phases are concentrated to dryness and the residue is directly used in the next step (esterification to [1-(2-oxo-propyl)-cyclopropyl]-acetic acid methyl ester).

後処理

  1. customthe mixture is quenched by addition of 2 ml of methanol
  2. addition54 ml of water are added
  3. customthe phases are separated
  4. washThe aqueous product phase is washed with 27 ml of methyl tert-butyl ether
  5. additionacidified to pH 2.5 by addition of conc. HCl
  6. extractionextracted three times with 27 ml ethyl acetate each
  7. concentrationThe combined organic phases are concentrated to dryness

出典と根拠

ORDレコード
ord-27fe9cdf95914b138e9851b3437845c4
出典データセット
uspto-grants-2015_12
特許番号
US09212120B2

反応ノート

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