(S)-tert-Butyl (4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)carbamate → (S)-7-Amino-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one hydrochloride

HRID 464831Notes

Reaction equation

HRID 464831 reaction equation
C(OC([NH:8][C@@H:9]1[C:15](=[O:16])[NH:14][C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[O:11][CH2:10]1)=O)(C)(C)C.C(OCC)(=O)C.[ClH:27]>>[ClH:27].[NH2:8][C@@H:9]1[C:15](=[O:16])[NH:14][C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[O:11][CH2:10]1

Participants

3

Reactant 2

HCID 18599719(S)-tert-Butyl (4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)carbamateHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 18599716(S)-7-Amino-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one hydrochloride

Procedure

In 30 ml of 5N hydrogen chloride-ethyl acetate solution is dissolved 5 g of 3(S)-tert-butoxycarbonylamino-2,3,4,5-tetrahydro-1,5-benzoxazepine-4-one, and the mixture is allowed to stand at room temperature for 3 hours. The deposited crystals are collected by filtration to give 3.8 g of 3(S)-amino-2,3,4,5-tetrahydro-1,5-benzoxazepine-4-one hydrochloride as a colorless needles, melting at 230°-240° C. (decomposition).

Workup

  1. filtrationThe deposited crystals are collected by filtration

Sources & evidence

ORD record
ord-41d74f4f171d4b9f8f43547bfc550cd9
Source dataset
uspto-grants-1985_10
Patent number
US04548932

Reaction notes

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