Acetic Acid → HCID 14552383, 화합물

HRID 1761679노트

반응식

HRID 1761679 반응식
[C:1]1([CH2:7][NH:8][C:9]2[CH2:18][CH2:17][C:12]3([O:16][CH2:15][CH2:14][O:13]3)[CH2:11][C:10]=2[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=O)C.C(O)C.C([BH3-])#N.[Na+]>C1COCC1.O>[C:1]1([CH2:7][NH:8][CH:9]2[CH2:18][CH2:17][C:12]3([O:16][CH2:15][CH2:14][O:13]3)[CH2:11][CH:10]2[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 702EthanolHCID 5003444Sodium cyanoborohydrideHCID 14552382HCID 14552382, 화합물

생성물 1

HCID 14552383HCID 14552383, 화합물수율 99.9%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Ethyl 8-[(phenylmethyl)amino]-1,4-dioxaspiro-[4.5]-dec-7-ene-7-carboxylate (395.4 g, 1.3 mole) and acetic acid (75.0 ml, 1.3 mole) were added to ethanol (4 l). Sodium cyanoborohydride (82.0 g, 1.3 mole) was added in portions over 3 hours. The mixture was stirred overnight, then poured into water. The pH was adjusted to 10, and the product was extracted with methylene chloride, which was then dried with sodium sulfate and evaporated to give a yellow oil having small clear lumps in it. This was dissolved in THF and poured through 3 inches of basic alumina, which was then rinsed well with THF. The filtrate was evaporated to give 397.2 g (99.9%) of the title product as a yellow-green oil.

후처리

  1. extractionthe product was extracted with methylene chloride, which
  2. dry with materialwas then dried with sodium sulfate
  3. customevaporated
  4. customto give a yellow oil
  5. additionpoured through 3 inches of basic alumina, which
  6. washwas then rinsed well with THF
  7. customThe filtrate was evaporated

출처 및 근거

ORD 기록
ord-62ccfc366a6a45978baf068a2456bd0b
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04826986

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