Hydrochloric Acid → Ethyl 1-Boc-4-hydroxypyrrolidine-3-carboxylate

HRID 2302116

反応式

HRID 2302116 の反応式
[CH2:1]([O:3][C:4]([CH:6]1[C:10](=[O:11])[CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]1)=[O:5])[CH3:2].C([BH3-])#N.[Na+].CN(C1C=CC(N=NC2C=CC(S([O-])(=O)=O)=CC=2)=CC=1)C.[Na+].Cl>CO>[CH2:1]([O:3][C:4]([CH:6]1[CH:10]([OH:11])[CH2:9][N:8]([C:12]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:13])[CH2:7]1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 5003444Sodium cyanoborohydrideHCID 108689421-tert-Butyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylateHCID 23673835C.I. Acid Orange 52

生成物 1

HCID 53400859Ethyl 1-Boc-4-hydroxypyrrolidine-3-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 5.15 g (20 mmol) 4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert. butylester 3-ethylester in 30 ml methanol was added 1.88 g (30 mmol) sodium cyanoborohydride and a small amount of methylorange. With stirring the pH was adjusted to 3 by dropwise addition of 1N hydrochloric acid (color change from yellow to orange). After no more acid was consumed the mixture was stirred for one hour. The solvent was evaporated in vacuo and the residue was partitioned between ethyl acetate and water. The organic layer was washed twice with water, then with brine, dried over magnesium sulfate and evaporated. The residual yellow oil was used in the next step without any further purification.

後処理

  1. customAfter no more acid was consumed the mixture
  2. stirringwas stirred for one hour
  3. customThe solvent was evaporated in vacuo
  4. customthe residue was partitioned between ethyl acetate and water
  5. washThe organic layer was washed twice with water
  6. dry with materialwith brine, dried over magnesium sulfate
  7. customevaporated
  8. customThe residual yellow oil was used in the next step without any further purification

出典と根拠

ORDレコード
ord-7d332dbb82aa43b790dd32ff281983bc
出典データセット
uspto-grants-2002_08
特許番号
US06429288B1

関連ノート

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