Triethylamine → HCID 15646116、化合物

HRID 1655273

反応式

HRID 1655273 の反応式
C[N:2]1[CH:7]2[CH2:8][C:9]([CH2:11][CH:3]1[CH2:4][CH2:5][CH2:6]2)=[O:10].[Cl:12][C:13]([Cl:20])([Cl:19])[CH2:14][O:15][C:16](Cl)=[O:17].C(N(CC)CC)C>C1(C)C=CC=CC=1.C(OCC)(=O)C.Cl.C(=O)([O-])[O-].[K+].[K+]>[Cl:12][C:13]([Cl:20])([Cl:19])[CH2:14][O:15][C:16]([N:2]1[CH:7]2[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:11][C:9](=[O:10])[CH2:8]2)=[O:17]

参加物

8

反応物 3

HCID 8471TriethylamineHCID 11096psi-PelletierineHCID 870632,2,2-Trichloroethyl chloroformate

生成物 1

HCID 15646116HCID 15646116、化合物収率 76.1%

試薬・触媒・溶媒 4

HCID 11430Potassium Carbonate触媒HCID 313Hydrochloric Acid溶媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of pseudopelletierine (52 g, 0.34 mol) in toluene (220 mL) at 50° C. was added anhydrous potassium carbonate (1.0 g), followed by the slow addition of trichloroethylchloroformate (79 g, 0.37 mol). After addition was completed (30 minutes), triethylamine (10 mL) was added. The reaction was allowed to cool to room temperature and stirred for 18 hours. The reaction mixture was diluted with ethyl acetate (300 mL) and 1N hydrochloric acid (200 mL). After the organic layer was washed with 1N hydrochloric acid (100 mL), it was washed with aqueous 10% sodium hydroxide (100 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to afford a beige solid which was triturated with hexane (300 mL) to afford 81.4 g of crystalline solid (76% yield); mp 95°-96° C. after recrystallization from ethyl acetate-hexane. Anal. (C11H14C13NO3).

後処理

  1. additionAfter addition
  2. additionwas added
  3. washAfter the organic layer was washed with 1N hydrochloric acid (100 mL), it
  4. washwas washed with aqueous 10% sodium hydroxide (100 mL)
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto afford a beige solid which
  9. customwas triturated with hexane (300 mL)

出典と根拠

ORDレコード
ord-5ebd17a7ebf543f2aa6fdad6211aef7d
出典データセット
uspto-grants-1993_10
特許番号
US05250537

関連ノート

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