Hydrochloric Acid → HCID 57624616、化合物

HRID 1641537ノート

反応式

HRID 1641537 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])([C:16](OCC)=[O:17])[C:11](OCC)=[O:12])=[C:4]([Cl:29])[CH:3]=1.[Cl-].[Ca+2].[Cl-].[BH4-].[Na+].Cl>C(O)C.O1CCCC1.O>[C:25]([O:24][C:22](=[O:23])[NH:21][C:10]([CH2:11][OH:12])([CH2:16][OH:17])[CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[Cl:29])([CH3:28])([CH3:26])[CH3:27]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 462028801,3-Diethyl 2-[2-(4-bromo-2-chlorophenyl)ethyl]-2-[[(1,1-dimethylethoxy)carbonyl]amino]propanedioate

生成物 1

HCID 57624616HCID 57624616、化合物収率 97.2%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Diethyl 2-[2-(4-bromo-2-chlorophenyl)ethyl]-2-[(tert-butoxycarbonyl)amino]malonate (217 g) of Reference Example 19 was dissolved in a mixed solution of ethanol (2170 mL), tetrahydrofuran (543 mL) and water (1085 mL), calcium chloride (97.7 g) was added at room temperature, and the mixture was stirred for 20 min. To the solution was added sodium borohydride (66.6 g) by portions at 0° C., and the mixture was stirred at the same temperature for 1 hr and further stirred at room temperature for 14 hr. 1M Hydrochloric acid (1085 mL) was added dropwise to the reaction mixture. The reaction solvent was evaporated under reduced pressure. 0.1M Hydrochloric acid (2713 mL) and ethyl acetate (3800 mL) were added to the residue. The organic layer was partitioned and extracted, and the extract was washed with 25% brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (175 g) as white crystals.

後処理

  1. additionwas added at room temperature
  2. stirringthe mixture was stirred at the same temperature for 1 hr
  3. stirringfurther stirred at room temperature for 14 hr
  4. customThe reaction solvent was evaporated under reduced pressure
  5. addition0.1M Hydrochloric acid (2713 mL) and ethyl acetate (3800 mL) were added to the residue
  6. customThe organic layer was partitioned
  7. extractionextracted
  8. washthe extract was washed with 25% brine
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-89ce5445591e4ef5b94b82b2be877706
出典データセット
uspto-grants-2012_02
特許番号
US08114902B2

反応ノート

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